Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra

S. T. Thiilborg; S. B. Christensen; Claus Cornett; C. E. Olsen; E. Lemmich

Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra

S. T. Thiilborg, S. B. Christensen, Claus Cornett, C. E. Olsen, E. Lemmich

36 Citationer (Scopus)

Abstract

Three new monodesmosidic saponins, all glycosides of 2 beta-hydroxyoleanolic acid, were isolated from an aqueous extract of a Zimbabwean strain of Phytolacca dodecandra. Their structures were, mainly by spectroscopic methods (LSIMS, H-1 NMR, COSY, NOESY, TOCSY, J-resolved (1)HNMR, (13)CNMR, HETCOR), established as 3-O-[2',4'-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid, 3-OO-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-galactopyranosyl- (1-->3)]-beta-D-glucopyranosyl 2 beta-hydroxyoleanolic acid and 3-O-[3'-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl] 2 beta-hydroxyoleanolic acid. Two of the saponins were submitted to a preliminary screening for molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata and showed, respectively, strong and weak activity. In addition, four saponins previously reported from other strains of Phytolacca dodecandra were identified.

Originalsprog	Udefineret/Ukendt
Tidsskrift	Phytochemistry
Vol/bind	36
Udgave nummer	3
Sider (fra-til)	753-759
Antal sider	7
ISSN	0031-9422
Status	Udgivet - 1994

Emneord

phytolacca dodecandra phytolaccaceae zimbabwean strain molluscicides triterpene saponins 2-hydroxyoleanolic acid oleanolic acid hemolytic activity lherit

Citationsformater

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title = "Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra",

abstract = "Three new monodesmosidic saponins, all glycosides of 2 beta-hydroxyoleanolic acid, were isolated from an aqueous extract of a Zimbabwean strain of Phytolacca dodecandra. Their structures were, mainly by spectroscopic methods (LSIMS, H-1 NMR, COSY, NOESY, TOCSY, J-resolved (1)HNMR, (13)CNMR, HETCOR), established as 3-O-[2',4'-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid, 3-OO-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-galactopyranosyl- (1-->3)]-beta-D-glucopyranosyl 2 beta-hydroxyoleanolic acid and 3-O-[3'-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl] 2 beta-hydroxyoleanolic acid. Two of the saponins were submitted to a preliminary screening for molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata and showed, respectively, strong and weak activity. In addition, four saponins previously reported from other strains of Phytolacca dodecandra were identified.",

keywords = "phytolacca dodecandra phytolaccaceae zimbabwean strain molluscicides triterpene saponins 2-hydroxyoleanolic acid oleanolic acid hemolytic activity lherit",

author = "Thiilborg, {S. T.} and Christensen, {S. B.} and Claus Cornett and Olsen, {C. E.} and E. Lemmich",

year = "1994",

language = "Udefineret/Ukendt",

volume = "36",

pages = "753--759",

journal = "Phytochemistry",

issn = "0031-9422",

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TY - JOUR

T1 - Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra

AU - Thiilborg, S. T.

AU - Christensen, S. B.

AU - Cornett, Claus

AU - Olsen, C. E.

AU - Lemmich, E.

PY - 1994

Y1 - 1994

N2 - Three new monodesmosidic saponins, all glycosides of 2 beta-hydroxyoleanolic acid, were isolated from an aqueous extract of a Zimbabwean strain of Phytolacca dodecandra. Their structures were, mainly by spectroscopic methods (LSIMS, H-1 NMR, COSY, NOESY, TOCSY, J-resolved (1)HNMR, (13)CNMR, HETCOR), established as 3-O-[2',4'-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid, 3-OO-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-galactopyranosyl- (1-->3)]-beta-D-glucopyranosyl 2 beta-hydroxyoleanolic acid and 3-O-[3'-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl] 2 beta-hydroxyoleanolic acid. Two of the saponins were submitted to a preliminary screening for molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata and showed, respectively, strong and weak activity. In addition, four saponins previously reported from other strains of Phytolacca dodecandra were identified.

AB - Three new monodesmosidic saponins, all glycosides of 2 beta-hydroxyoleanolic acid, were isolated from an aqueous extract of a Zimbabwean strain of Phytolacca dodecandra. Their structures were, mainly by spectroscopic methods (LSIMS, H-1 NMR, COSY, NOESY, TOCSY, J-resolved (1)HNMR, (13)CNMR, HETCOR), established as 3-O-[2',4'-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid, 3-OO-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-galactopyranosyl- (1-->3)]-beta-D-glucopyranosyl 2 beta-hydroxyoleanolic acid and 3-O-[3'-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl] 2 beta-hydroxyoleanolic acid. Two of the saponins were submitted to a preliminary screening for molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata and showed, respectively, strong and weak activity. In addition, four saponins previously reported from other strains of Phytolacca dodecandra were identified.

KW - phytolacca dodecandra phytolaccaceae zimbabwean strain molluscicides triterpene saponins 2-hydroxyoleanolic acid oleanolic acid hemolytic activity lherit

M3 - Tidsskriftartikel

SN - 0031-9422

VL - 36

SP - 753

EP - 759

JO - Phytochemistry

JF - Phytochemistry

IS - 3

ER -