A new 3,4-seco-lupane derivative from Lasianthus gardneri.
A new seco-ring A lupane triterpene derivative (1), along with lupenone, lupeol, beta-sitosterol, ursolic acid, and stigmasterol 3-O-beta-d-glucoside, were isolated from a methanol extract of mature stems of Lasianthus gardneri, a shrub from the family Rubiaceae growing in Sri Lanka. The structure and stereochemistry of the new compound were determined using a combination of (13)C and (1)H homo- and heteronuclear 2D NMR experiments and from mass spectral data. The structure of 1 was confirmed by partial synthesis from lupeol.
Dallavalle
Sabrina
S
Dipartimento di Scienze Molecolari Agroalimentari, Università di Milano, Via Celoria 2, 20133 Milano, Italy.
Jayasinghe
Lalith
L
Kumarihamy
B M M
BM
Merlini
Lucio
L
Musso
Loana
L
Scaglioni
Leonardo
L
D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D053978:Pentacyclic Triterpenes; D018547:Plant Stems / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry*; D012855:Sitosterols / Q000737:chemistry / Q000302:isolation & purification; D013188:Sri Lanka; D013265:Stigmasterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D014315:Triterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D000097245:Ursolic Acid; D000094042:Lupanes
D005960:Glucosides; D053978:Pentacyclic Triterpenes; D012855:Sitosterols; D013265:Stigmasterol; D014315:Triterpenes; D000097245:Ursolic Acid; C487191:3,4-seco-lupa-4(23),20(29)-dien-3-ol; C470592:lupenone; D000094042:Lupanes; C464587:stigmasterol glucoside; C025473:gamma-sitosterol; C010480:lupeol