Lupane glycosides from the leaves of Acanthopanax koreanum.
Three new lupane-type saponins, acankoreosides F--H (1--3) were isolated from the methanol extract of the leaves of Acanthopanax koreanum NAKAI. The structures of these three saponins were established by chemical and spectroscopic analysis as 3alpha,30-dihydroxylup-20(29)-en-23,28-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (1), 3alpha,30-dihydroxylup-23-al-20(29)-en-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (2), and (20S) 3alpha-hydroxylup-23-al-28,29-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (3), respectively. The effects of the isolates (1-3) on the lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 were evaluated in RAW 264.7 macrophages.
Choi
Hyun-Sik
HS
Kyung Hee East-West Pharmaceutical Research Institute, College of Pharmacy and Department of Life and Nanopharmaceutical Science, Kyung Hee University, Seoul, Korea.
Kim
Hyoung Ja
HJ
Nam
Sang-Gil
SG
Kim
In-Seon
IS
Lee
Kyung-Tae
KT
Yook
Chang-Soo
CS
Lee
Yong Sup
YS
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000494:pharmacology; D002240:Carbohydrate Sequence; D015232:Dinoprostone / Q000737:chemistry; D028001:Eleutherococcus / Q000737:chemistry*; D006027:Glycosides / Q000302:isolation & purification* / Q000494:pharmacology; D006868:Hydrolysis; D008264:Macrophages / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009569:Nitric Oxide / Q000096:biosynthesis; D018515:Plant Leaves / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry* / Q000494:pharmacology*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*
D000894:Anti-Inflammatory Agents, Non-Steroidal; D006027:Glycosides; D012503:Saponins; D014315:Triterpenes; C534654:acankoreoside F; C534655:acankoreoside G; C534656:acankoreoside H; D009569:Nitric Oxide; D015232:Dinoprostone