title: A new lupane-type triterpenoid fatty acid ester and other isolates from Ophiorrhiza shendurunii.
abstract: A new pentacyclic triterpenoid fatty acid ester, lupan-20-ol-3(β)-yl hexadecanoate (1), together with lupan-20-ol-3(β)-yl acetate (2), olean-18-en-3(β)-yl hexadecanoate (3), dotriacontanoic acid (4), stigmasterol (5), rubiadin (6), nonadecanoic acid (7), palmitic acid (8) and camptothecin (9) were isolated from the hexane and chloroform extracts of Ophiorrhiza shendurunii from South India. Structures of the isolates were determined by (1)H, (13)C, (13)C DEPT, (1)H-(1)H COSY, HMBC, HSQC, NOESY NMR, FT-IR, DART-MS, ESI-MS, alkaline hydrolysis, derivatisation, GC-MS and HPTLC analyses. O. shendurunii hexane and chloroform extracts showed significant activities against Candida albicans and Fusarium oxysporum. Compounds 1 to 3 showed only moderate antiyeast/antifungal activities.
authors.affiliation: a Phytochemistry and Phytopharmacology Division , Jawaharlal Nehru Tropical Botanic Garden and Research Institute , Thiruvananthapuram , India.
authors.forename: Renjith
authors.initials: R
authors.lastname: Rajan
authors.affiliation: b Department of Chemistry, Sri Paramakalyani College , Manonmaniom Sundaranar University , Tirunelveli , India.
authors.forename: Ramaswamy
authors.initials: R
authors.lastname: Venkataraman
authors.affiliation: a Phytochemistry and Phytopharmacology Division , Jawaharlal Nehru Tropical Botanic Garden and Research Institute , Thiruvananthapuram , India.
authors.forename: Sabulal
authors.initials: S
authors.lastname: Baby
mesh_terms: D000935:Antifungal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005227:Fatty Acids / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry; D006586:Hexanes / Q000737:chemistry; D006868:Hydrolysis; D007194:India; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D019666:Rubiaceae / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D053978:Pentacyclic Triterpenes
chemical_list: D000935:Antifungal Agents; D005227:Fatty Acids; D006586:Hexanes; D010936:Plant Extracts; D014315:Triterpenes; C000619193:lupan-20-ol-3-yl acetate; C026385:n-hexane; C480546:lupane; D053978:Pentacyclic Triterpenes
keywords: Ophiorrhiza shendurunii; antifungal activity; lupan-20-ol-3(β)-yl hexadecanoate; pentacyclic triterpenoid fatty acid ester