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 Citations (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.

Original language	Undefined/Unknown
Journal	Phytochemistry
Volume	36
Issue number	3
Pages (from-to)	753-759
Number of pages	7
ISSN	0031-9422
Publication status	Published - 1994

Cite this

@article{e6f464eba80c4b2aa4b773ec357659f9,

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",

publisher = "Pergamon Press",

number = "3",

}

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 -