Psychotria viridis: Chemical constituents from leaves and biological properties

ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids...
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Gespeichert in:

Autor*in:	DÉBORA B.S. SOARES [verfasserIn] LUCIENIR P. DUARTE ANDRÉ D. CAVALCANTI FERNANDO C. SILVA ARIADNE D. BRAGA MIRIAM T.P. LOPES JACQUELINE A. TAKAHASHI SIDNEY A. VIEIRA-FILHO

Format:	Artikel
Sprache:	Englisch

Schlagwörter:	N,N-dimethyltryptamine 4T1 tumor cells Psychotria viridis Science Rubiaceae B16F10

Übergeordnetes Werk:	Enthalten in: Anais da Academia Brasileira de Ciências - Rio de Janeiro, 1929, 89, 2, Seite 927-938
Übergeordnetes Werk:	volume:89 ; number:2 ; pages:927-938

Links:	Volltext Link aufrufen

DOI / URN:	10.1590/0001-3765201720160411

Katalog-ID:	OLC1994156694

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520			\|a ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1.
650		4	\|a N,N-dimethyltryptamine
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700	0		\|a SIDNEY A. VIEIRA-FILHO \|4 oth
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spelling	10.1590/0001-3765201720160411 doi PQ20171125 (DE-627)OLC1994156694 (DE-599)GBVOLC1994156694 (PRQ)d1023-6df3ef1cf0c632ca255acefe0139aaaecdabfa62bbdf026f51f496da0838ddc13 (KEY)0020595800000000089000200927psychotriaviridischemicalconstituentsfromleavesand DE-627 ger DE-627 rakwb eng 000 DNB 500 AVZ 30.00 bkl DÉBORA B.S. SOARES verfasserin aut Psychotria viridis: Chemical constituents from leaves and biological properties Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1. N,N-dimethyltryptamine 4T1 tumor cells Psychotria viridis Science Rubiaceae B16F10 LUCIENIR P. DUARTE oth ANDRÉ D. CAVALCANTI oth FERNANDO C. SILVA oth ARIADNE D. BRAGA oth MIRIAM T.P. LOPES oth JACQUELINE A. TAKAHASHI oth SIDNEY A. VIEIRA-FILHO oth Enthalten in Anais da Academia Brasileira de Ciências Rio de Janeiro, 1929 89, 2, Seite 927-938 (DE-627)129938955 (DE-600)391417-3 (DE-576)015500713 0001-3765 nnns volume:89 number:2 pages:927-938 http://dx.doi.org/10.1590/0001-3765201720160411 Volltext https://doaj.org/article/d7d34a1a2b814df6bb5cfa17cf132f0b GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-IBA SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_62 GBV_ILN_156 GBV_ILN_2399 30.00 AVZ AR 89 2 927-938
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allfieldsSound	10.1590/0001-3765201720160411 doi PQ20171125 (DE-627)OLC1994156694 (DE-599)GBVOLC1994156694 (PRQ)d1023-6df3ef1cf0c632ca255acefe0139aaaecdabfa62bbdf026f51f496da0838ddc13 (KEY)0020595800000000089000200927psychotriaviridischemicalconstituentsfromleavesand DE-627 ger DE-627 rakwb eng 000 DNB 500 AVZ 30.00 bkl DÉBORA B.S. SOARES verfasserin aut Psychotria viridis: Chemical constituents from leaves and biological properties Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1. N,N-dimethyltryptamine 4T1 tumor cells Psychotria viridis Science Rubiaceae B16F10 LUCIENIR P. DUARTE oth ANDRÉ D. CAVALCANTI oth FERNANDO C. SILVA oth ARIADNE D. BRAGA oth MIRIAM T.P. LOPES oth JACQUELINE A. TAKAHASHI oth SIDNEY A. VIEIRA-FILHO oth Enthalten in Anais da Academia Brasileira de Ciências Rio de Janeiro, 1929 89, 2, Seite 927-938 (DE-627)129938955 (DE-600)391417-3 (DE-576)015500713 0001-3765 nnns volume:89 number:2 pages:927-938 http://dx.doi.org/10.1590/0001-3765201720160411 Volltext https://doaj.org/article/d7d34a1a2b814df6bb5cfa17cf132f0b GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-IBA SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_62 GBV_ILN_156 GBV_ILN_2399 30.00 AVZ AR 89 2 927-938
language	English
source	Enthalten in Anais da Academia Brasileira de Ciências 89, 2, Seite 927-938 volume:89 number:2 pages:927-938
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author	DÉBORA B.S. SOARES
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title	Psychotria viridis: Chemical constituents from leaves and biological properties
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title_full	Psychotria viridis: Chemical constituents from leaves and biological properties
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title_sort	psychotria viridis: chemical constituents from leaves and biological properties
title_auth	Psychotria viridis: Chemical constituents from leaves and biological properties
abstract	ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1.
abstractGer	ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1.
abstract_unstemmed	ABSTRACT The phytochemical study of hexane, chloroform and methanol extracts from leaves of Psychotria viridis resulted in the identification of: the pentacyclic triterpenes, ursolic and oleanolic acid; the steroids, 24-methylene-cycloartanol, stigmasterol and β-sitosterol; the glycosylated steroids 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol; a polyunsaturated triterpene, squalene; the esters of glycerol, 1-palmitoylglycerol and triacylglycerol; a mixture of long chain hydrocarbons; the aldehyde nonacosanal; the long chain fat acids hentriacontanoic, hexadecanoic and heptadenoic acid; the ester methyl heptadecanoate; the 4-methyl-epi-quinate and two indole alkaloids, N,N-dimethyltryptamine (DMT) and N-methyltryptamine. The chemical structures were determined by means of spectroscopic (IR, 1H and 13C NMR, HSQC, HMBC and NOESY) and spectrometric (CG-MS and LCMS-ESI-ITTOF) methods. The study of biologic properties of P. viridis consisted in the evaluation of the acetylcholinesterase inhibition and cytotoxic activities. The hexane, chloroform, ethyl acetate and methanol extracts, the substances 24-methylene-cycloartanol, DMT and a mixture of 3-O-β-D-glucosyl-β-sitosterol and 3-O-β-D-glucosyl-stigmasterol showed cholinesterase inhibiting activity. This activity induced by chloroform and ethyl acetate extracts was higher than 90%. The methanol and ethyl acetate extracts inhibit the growth and/or induce the death of the tumor cells strains B16F10 and 4T1, without damaging the integrity of the normal cells BHK and CHO. DMT also demonstrated a marked activity against tumor cell strains B16F10 and 4T1.
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title_short	Psychotria viridis: Chemical constituents from leaves and biological properties
url	http://dx.doi.org/10.1590/0001-3765201720160411 https://doaj.org/article/d7d34a1a2b814df6bb5cfa17cf132f0b
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author2	LUCIENIR P. DUARTE ANDRÉ D. CAVALCANTI FERNANDO C. SILVA ARIADNE D. BRAGA MIRIAM T.P. LOPES JACQUELINE A. TAKAHASHI SIDNEY A. VIEIRA-FILHO
author2Str	LUCIENIR P. DUARTE ANDRÉ D. CAVALCANTI FERNANDO C. SILVA ARIADNE D. BRAGA MIRIAM T.P. LOPES JACQUELINE A. TAKAHASHI SIDNEY A. VIEIRA-FILHO
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up_date	2024-07-03T16:43:56.937Z
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