Chemical constituents of

Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanon...
Ausführliche Beschreibung

Gespeichert in:

Autor*in:	Huang, Jiwu [verfasserIn] Li, Chuangjun [verfasserIn] Ma, Jie [verfasserIn] Xu, Kailing [verfasserIn] Chen, Xinyi [verfasserIn] Jiang, Jiandong [verfasserIn] Zhang, Dongming [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2021

Schlagwörter:	Polyketide Phenanthrenediquinone Antibacterial activity

Übergeordnetes Werk:	Enthalten in: Phytochemistry - New York, NY [u.a.] : Elsevier Science, 1961, 186
Übergeordnetes Werk:	volume:186

DOI / URN:	10.1016/j.phytochem.2021.112746

Katalog-ID:	ELV005901685

Internformat


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024	7		\|a 10.1016/j.phytochem.2021.112746 \|2 doi
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100	1		\|a Huang, Jiwu \|e verfasserin \|4 aut
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520			\|a Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future.
650		4	\|a Polyketide
650		4	\|a Phenanthrenediquinone
650		4	\|a Antibacterial activity
700	1		\|a Li, Chuangjun \|e verfasserin \|4 aut
700	1		\|a Ma, Jie \|e verfasserin \|4 aut
700	1		\|a Xu, Kailing \|e verfasserin \|4 aut
700	1		\|a Chen, Xinyi \|e verfasserin \|4 aut
700	1		\|a Jiang, Jiandong \|e verfasserin \|4 aut
700	1		\|a Zhang, Dongming \|e verfasserin \|4 aut
773	0	8	\|i Enthalten in \|t Phytochemistry \|d New York, NY [u.a.] : Elsevier Science, 1961 \|g 186 \|h Online-Ressource \|w (DE-627)320402843 \|w (DE-600)2000313-4 \|w (DE-576)098330292 \|x 1873-3700 \|7 nnns
773	1	8	\|g volume:186
912			\|a GBV_USEFLAG_U
912			\|a SYSFLAG_U
912			\|a GBV_ELV
912			\|a FID-BIODIV
912			\|a SSG-OLC-PHA
912			\|a GBV_ILN_20
912			\|a GBV_ILN_22
912			\|a GBV_ILN_23
912			\|a GBV_ILN_24
912			\|a GBV_ILN_31
912			\|a GBV_ILN_32
912			\|a GBV_ILN_40
912			\|a GBV_ILN_60
912			\|a GBV_ILN_62
912			\|a GBV_ILN_63
912			\|a GBV_ILN_65
912			\|a GBV_ILN_69
912			\|a GBV_ILN_70
912			\|a GBV_ILN_73
912			\|a GBV_ILN_74
912			\|a GBV_ILN_90
912			\|a GBV_ILN_95
912			\|a GBV_ILN_100
912			\|a GBV_ILN_101
912			\|a GBV_ILN_105
912			\|a GBV_ILN_110
912			\|a GBV_ILN_150
912			\|a GBV_ILN_151
912			\|a GBV_ILN_224
912			\|a GBV_ILN_370
912			\|a GBV_ILN_602
912			\|a GBV_ILN_702
912			\|a GBV_ILN_2001
912			\|a GBV_ILN_2003
912			\|a GBV_ILN_2004
912			\|a GBV_ILN_2005
912			\|a GBV_ILN_2009
912			\|a GBV_ILN_2010
912			\|a GBV_ILN_2011
912			\|a GBV_ILN_2014
912			\|a GBV_ILN_2015
912			\|a GBV_ILN_2020
912			\|a GBV_ILN_2021
912			\|a GBV_ILN_2025
912			\|a GBV_ILN_2026
912			\|a GBV_ILN_2027
912			\|a GBV_ILN_2031
912			\|a GBV_ILN_2034
912			\|a GBV_ILN_2038
912			\|a GBV_ILN_2044
912			\|a GBV_ILN_2048
912			\|a GBV_ILN_2049
912			\|a GBV_ILN_2050
912			\|a GBV_ILN_2055
912			\|a GBV_ILN_2056
912			\|a GBV_ILN_2059
912			\|a GBV_ILN_2061
912			\|a GBV_ILN_2064
912			\|a GBV_ILN_2065
912			\|a GBV_ILN_2068
912			\|a GBV_ILN_2106
912			\|a GBV_ILN_2110
912			\|a GBV_ILN_2111
912			\|a GBV_ILN_2112
912			\|a GBV_ILN_2113
912			\|a GBV_ILN_2118
912			\|a GBV_ILN_2122
912			\|a GBV_ILN_2129
912			\|a GBV_ILN_2143
912			\|a GBV_ILN_2147
912			\|a GBV_ILN_2148
912			\|a GBV_ILN_2152
912			\|a GBV_ILN_2153
912			\|a GBV_ILN_2190
912			\|a GBV_ILN_2232
912			\|a GBV_ILN_2336
912			\|a GBV_ILN_2470
912			\|a GBV_ILN_2507
912			\|a GBV_ILN_2522
912			\|a GBV_ILN_2548
912			\|a GBV_ILN_4035
912			\|a GBV_ILN_4037
912			\|a GBV_ILN_4046
912			\|a GBV_ILN_4112
912			\|a GBV_ILN_4125
912			\|a GBV_ILN_4126
912			\|a GBV_ILN_4242
912			\|a GBV_ILN_4249
912			\|a GBV_ILN_4251
912			\|a GBV_ILN_4305
912			\|a GBV_ILN_4306
912			\|a GBV_ILN_4307
912			\|a GBV_ILN_4313
912			\|a GBV_ILN_4322
912			\|a GBV_ILN_4323
912			\|a GBV_ILN_4324
912			\|a GBV_ILN_4326
912			\|a GBV_ILN_4333
912			\|a GBV_ILN_4334
912			\|a GBV_ILN_4335
912			\|a GBV_ILN_4338
912			\|a GBV_ILN_4393
936	b	k	\|a 42.00 \|j Biologie: Allgemeines
951			\|a AR
952			\|d 186

Indexfelder

author_variant	j h jh c l cl j m jm k x kx x c xc j j jj d z dz
matchkey_str	article:18733700:2021----::hmclosi
hierarchy_sort_str	2021
bklnumber	42.00
publishDate	2021
allfields	10.1016/j.phytochem.2021.112746 doi (DE-627)ELV005901685 (ELSEVIER)S0031-9422(21)00093-5 DE-627 ger DE-627 rda eng 580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Huang, Jiwu verfasserin aut Chemical constituents of 2021 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future. Polyketide Phenanthrenediquinone Antibacterial activity Li, Chuangjun verfasserin aut Ma, Jie verfasserin aut Xu, Kailing verfasserin aut Chen, Xinyi verfasserin aut Jiang, Jiandong verfasserin aut Zhang, Dongming verfasserin aut Enthalten in Phytochemistry New York, NY [u.a.] : Elsevier Science, 1961 186 Online-Ressource (DE-627)320402843 (DE-600)2000313-4 (DE-576)098330292 1873-3700 nnns volume:186 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 42.00 Biologie: Allgemeines AR 186
spelling	10.1016/j.phytochem.2021.112746 doi (DE-627)ELV005901685 (ELSEVIER)S0031-9422(21)00093-5 DE-627 ger DE-627 rda eng 580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Huang, Jiwu verfasserin aut Chemical constituents of 2021 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future. Polyketide Phenanthrenediquinone Antibacterial activity Li, Chuangjun verfasserin aut Ma, Jie verfasserin aut Xu, Kailing verfasserin aut Chen, Xinyi verfasserin aut Jiang, Jiandong verfasserin aut Zhang, Dongming verfasserin aut Enthalten in Phytochemistry New York, NY [u.a.] : Elsevier Science, 1961 186 Online-Ressource (DE-627)320402843 (DE-600)2000313-4 (DE-576)098330292 1873-3700 nnns volume:186 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 42.00 Biologie: Allgemeines AR 186
allfields_unstemmed	10.1016/j.phytochem.2021.112746 doi (DE-627)ELV005901685 (ELSEVIER)S0031-9422(21)00093-5 DE-627 ger DE-627 rda eng 580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Huang, Jiwu verfasserin aut Chemical constituents of 2021 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future. Polyketide Phenanthrenediquinone Antibacterial activity Li, Chuangjun verfasserin aut Ma, Jie verfasserin aut Xu, Kailing verfasserin aut Chen, Xinyi verfasserin aut Jiang, Jiandong verfasserin aut Zhang, Dongming verfasserin aut Enthalten in Phytochemistry New York, NY [u.a.] : Elsevier Science, 1961 186 Online-Ressource (DE-627)320402843 (DE-600)2000313-4 (DE-576)098330292 1873-3700 nnns volume:186 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 42.00 Biologie: Allgemeines AR 186
allfieldsGer	10.1016/j.phytochem.2021.112746 doi (DE-627)ELV005901685 (ELSEVIER)S0031-9422(21)00093-5 DE-627 ger DE-627 rda eng 580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Huang, Jiwu verfasserin aut Chemical constituents of 2021 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future. Polyketide Phenanthrenediquinone Antibacterial activity Li, Chuangjun verfasserin aut Ma, Jie verfasserin aut Xu, Kailing verfasserin aut Chen, Xinyi verfasserin aut Jiang, Jiandong verfasserin aut Zhang, Dongming verfasserin aut Enthalten in Phytochemistry New York, NY [u.a.] : Elsevier Science, 1961 186 Online-Ressource (DE-627)320402843 (DE-600)2000313-4 (DE-576)098330292 1873-3700 nnns volume:186 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 42.00 Biologie: Allgemeines AR 186
allfieldsSound	10.1016/j.phytochem.2021.112746 doi (DE-627)ELV005901685 (ELSEVIER)S0031-9422(21)00093-5 DE-627 ger DE-627 rda eng 580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Huang, Jiwu verfasserin aut Chemical constituents of 2021 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future. Polyketide Phenanthrenediquinone Antibacterial activity Li, Chuangjun verfasserin aut Ma, Jie verfasserin aut Xu, Kailing verfasserin aut Chen, Xinyi verfasserin aut Jiang, Jiandong verfasserin aut Zhang, Dongming verfasserin aut Enthalten in Phytochemistry New York, NY [u.a.] : Elsevier Science, 1961 186 Online-Ressource (DE-627)320402843 (DE-600)2000313-4 (DE-576)098330292 1873-3700 nnns volume:186 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_150 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 42.00 Biologie: Allgemeines AR 186
language	English
source	Enthalten in Phytochemistry 186 volume:186
sourceStr	Enthalten in Phytochemistry 186 volume:186
format_phy_str_mv	Article
bklname	Biologie: Allgemeines
institution	findex.gbv.de
topic_facet	Polyketide Phenanthrenediquinone Antibacterial activity
dewey-raw	580
isfreeaccess_bool	false
container_title	Phytochemistry
authorswithroles_txt_mv	Huang, Jiwu @@aut@@ Li, Chuangjun @@aut@@ Ma, Jie @@aut@@ Xu, Kailing @@aut@@ Chen, Xinyi @@aut@@ Jiang, Jiandong @@aut@@ Zhang, Dongming @@aut@@
publishDateDaySort_date	2021-01-01T00:00:00Z
hierarchy_top_id	320402843
dewey-sort	3580
id	ELV005901685
language_de	englisch
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author	Huang, Jiwu
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topic_title	580 540 DE-600 BIODIV DE-30 fid 42.00 bkl Chemical constituents of Polyketide Phenanthrenediquinone Antibacterial activity
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title_auth	Chemical constituents of
abstract	Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future.
abstractGer	Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future.
abstract_unstemmed	Seven undescribed compounds, namely (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, (−)-psiflavanone B, (+)-psiketide, (−)-psiketide, and psidinone, were isolated and chirally separated from the 95%-ethanol extract of Psidium guajava leaves. (+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. These results not only highlight the chemical diversity and biological activity of P. guajava but are also expected to pave way for its further expansion to other applications in future.
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title_short	Chemical constituents of
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up_date	2024-07-06T19:33:10.552Z
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(+)/(−)-Psiflavanone A and (+)/(−)-psiflavanone B are two pairs of rare enantiomeric C-benzoylated flavanones isolated from the title plant for the first time. (+)/(−)-Psiketide are a pair of enantiomeric aromatic polyketides, and psidinone is the first example of a C18 phenanthrenediquinone with an angle-type 6/6/6 tricyclic skeleton. Their structures were identified by extensive analysis of HRESIMS, UV, IR, NMR, and calculated electronic circular dichroism (ECD) data. Particularly, the structures of (+)-psiflavanone A, (−)-psiflavanone A, (+)-psiflavanone B, and psidinone were further confirmed by X-ray diffraction. Psidinone exhibited antibacterial activity against Staphylococcus aureus, Staphylococcus epidermidis, and Mycobacterium Smegmatis mc2 155, with minimum inhibitory concentrations (MICs) of 16, 8, and 0.5 μM, respectively. 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