Anti-inflammatory maistemonine-class alkaloids of Stemona japonica

Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and...
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Autor*in:	Tan, Cheng -Yong [verfasserIn] Shi, Bao-Bao Bao, Mei-Fen Cai, Xiang-Hai

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2023

Schlagwörter:	alkaloids Stemajapines A–C Anti-inflammatory

Anmerkung:	© The Author(s) 2023

Übergeordnetes Werk:	Enthalten in: Natural products and bioprospecting - Heidelberg : Springer, 2011, 13(2023), 1 vom: 13. März
Übergeordnetes Werk:	volume:13 ; year:2023 ; number:1 ; day:13 ; month:03

Links:	Volltext

DOI / URN:	10.1007/s13659-023-00372-5

Katalog-ID:	SPR049676164

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allfields	10.1007/s13659-023-00372-5 doi (DE-627)SPR049676164 (SPR)s13659-023-00372-5-e DE-627 ger DE-627 rakwb eng Tan, Cheng -Yong verfasserin aut Anti-inflammatory maistemonine-class alkaloids of Stemona japonica 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © The Author(s) 2023 Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213 Shi, Bao-Bao aut Bao, Mei-Fen aut Cai, Xiang-Hai (orcid)0000-0002-6723-6988 aut Enthalten in Natural products and bioprospecting Heidelberg : Springer, 2011 13(2023), 1 vom: 13. März (DE-627)671629077 (DE-600)2636293-4 2192-2209 nnns volume:13 year:2023 number:1 day:13 month:03 https://dx.doi.org/10.1007/s13659-023-00372-5 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 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_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 13 2023 1 13 03
spelling	10.1007/s13659-023-00372-5 doi (DE-627)SPR049676164 (SPR)s13659-023-00372-5-e DE-627 ger DE-627 rakwb eng Tan, Cheng -Yong verfasserin aut Anti-inflammatory maistemonine-class alkaloids of Stemona japonica 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © The Author(s) 2023 Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213 Shi, Bao-Bao aut Bao, Mei-Fen aut Cai, Xiang-Hai (orcid)0000-0002-6723-6988 aut Enthalten in Natural products and bioprospecting Heidelberg : Springer, 2011 13(2023), 1 vom: 13. März (DE-627)671629077 (DE-600)2636293-4 2192-2209 nnns volume:13 year:2023 number:1 day:13 month:03 https://dx.doi.org/10.1007/s13659-023-00372-5 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 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_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 13 2023 1 13 03
allfields_unstemmed	10.1007/s13659-023-00372-5 doi (DE-627)SPR049676164 (SPR)s13659-023-00372-5-e DE-627 ger DE-627 rakwb eng Tan, Cheng -Yong verfasserin aut Anti-inflammatory maistemonine-class alkaloids of Stemona japonica 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © The Author(s) 2023 Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213 Shi, Bao-Bao aut Bao, Mei-Fen aut Cai, Xiang-Hai (orcid)0000-0002-6723-6988 aut Enthalten in Natural products and bioprospecting Heidelberg : Springer, 2011 13(2023), 1 vom: 13. März (DE-627)671629077 (DE-600)2636293-4 2192-2209 nnns volume:13 year:2023 number:1 day:13 month:03 https://dx.doi.org/10.1007/s13659-023-00372-5 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 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_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 13 2023 1 13 03
allfieldsGer	10.1007/s13659-023-00372-5 doi (DE-627)SPR049676164 (SPR)s13659-023-00372-5-e DE-627 ger DE-627 rakwb eng Tan, Cheng -Yong verfasserin aut Anti-inflammatory maistemonine-class alkaloids of Stemona japonica 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © The Author(s) 2023 Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213 Shi, Bao-Bao aut Bao, Mei-Fen aut Cai, Xiang-Hai (orcid)0000-0002-6723-6988 aut Enthalten in Natural products and bioprospecting Heidelberg : Springer, 2011 13(2023), 1 vom: 13. März (DE-627)671629077 (DE-600)2636293-4 2192-2209 nnns volume:13 year:2023 number:1 day:13 month:03 https://dx.doi.org/10.1007/s13659-023-00372-5 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 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_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 13 2023 1 13 03
allfieldsSound	10.1007/s13659-023-00372-5 doi (DE-627)SPR049676164 (SPR)s13659-023-00372-5-e DE-627 ger DE-627 rakwb eng Tan, Cheng -Yong verfasserin aut Anti-inflammatory maistemonine-class alkaloids of Stemona japonica 2023 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © The Author(s) 2023 Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213 Shi, Bao-Bao aut Bao, Mei-Fen aut Cai, Xiang-Hai (orcid)0000-0002-6723-6988 aut Enthalten in Natural products and bioprospecting Heidelberg : Springer, 2011 13(2023), 1 vom: 13. März (DE-627)671629077 (DE-600)2636293-4 2192-2209 nnns volume:13 year:2023 number:1 day:13 month:03 https://dx.doi.org/10.1007/s13659-023-00372-5 kostenfrei Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_39 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_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_206 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 13 2023 1 13 03
language	English
source	Enthalten in Natural products and bioprospecting 13(2023), 1 vom: 13. März volume:13 year:2023 number:1 day:13 month:03
sourceStr	Enthalten in Natural products and bioprospecting 13(2023), 1 vom: 13. März volume:13 year:2023 number:1 day:13 month:03
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	alkaloids Stemajapines A–C Anti-inflammatory
isfreeaccess_bool	true
container_title	Natural products and bioprospecting
authorswithroles_txt_mv	Tan, Cheng -Yong @@aut@@ Shi, Bao-Bao @@aut@@ Bao, Mei-Fen @@aut@@ Cai, Xiang-Hai @@aut@@
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topic_title	Anti-inflammatory maistemonine-class alkaloids of Stemona japonica alkaloids (dpeaa)DE-He213 Stemajapines A–C (dpeaa)DE-He213 Anti-inflammatory (dpeaa)DE-He213
topic	misc alkaloids misc Stemajapines A–C misc Anti-inflammatory
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title	Anti-inflammatory maistemonine-class alkaloids of Stemona japonica
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title_full	Anti-inflammatory maistemonine-class alkaloids of Stemona japonica
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title_sort	anti-inflammatory maistemonine-class alkaloids of stemona japonica
title_auth	Anti-inflammatory maistemonine-class alkaloids of Stemona japonica
abstract	Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. © The Author(s) 2023
abstractGer	Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. © The Author(s) 2023
abstract_unstemmed	Abstract Three hitherto undescribed Stemona alkaloids, named stemajapines A–C (1–3), along with six known alkaloids (4–9), were isolated and identified from the roots of Stemona japonica (Blume) Miq. (Stemonaceae). Their structures were established by the analysis of the mass data, NMR spectra, and computational chemistry. Stemjapines A and B were degraded maistemonines without spiro-lactone ring and skeletal methyl from maistemonine. Concurrence of alkaloids 1 and 2 revealed an undescribed way to form diverse Stemona alkaloids. Bioassay results disclosed the anti-inflammatory natural constituents stemjapines A and C with $ IC_{50} $ values of 19.7 and 13.8 µM, respectively, compared to positive control dexamethasone with 11.7 µM. The findings may point out a new direction of Stemona alkaloids inaddition to its traditional antitussive and insecticide activities. © The Author(s) 2023
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title_short	Anti-inflammatory maistemonine-class alkaloids of Stemona japonica
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Anti-inflammatory maistemonine-class alkaloids of Stemona japonica

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