10483-91-7Relevant articles and documents
Synthesis and anti-HIV activity of lupane and olean-18-ene derivatives. Absolute configuration of 19,20-epoxylupanes by VCD
Gutierrez-Nicolas, Fatima,Gordillo-Roman, Barbara,Oberti, Juan C.,Estevez-Braun, Ana,Ravelo, Angel G.,Joseph-Nathan, Pedro
experimental part, p. 669 - 676 (2012/06/29)
Lupane triterpenoids 2 and 5-12 and oleanene derivatives 13 and 14 were prepared from lupeol (1), betulin (3), and germanicol (4). They were tested for anti-HIV activity, and some structure-activity relationships were outlined. The 20-(S) absolute configuration of epoxylupenone (8) was assessed by comparison of the observed and DFT-calculated vibrational circular dichroism spectra. The CompareVOA algorithm was employed to support the C-20 configuration assignment. The 20,29 double bond in lupenone (2) and 3-epilupeol (15) was stereoselectively epoxidized to produce 20-(S)-8 and 20-(S)-16, respectively, an assignment in agreement with their X-ray diffraction structures.
Studies on the constituents of yellow cuban propolis: GC-MS determination of triterpenoids and flavonoids
Marquez Hernandez, Ingrid,Cuesta-Rubio, Osmany,Campo Fernandez, Mercedes,Rosado Perez, Aristides,Montes De Oca Porto, Rodny,Piccinelli, Anna Lisa,Rastrelli, Luca
experimental part, p. 4725 - 4730 (2011/07/09)
In this study, on the basis of the information supplied by NMR and HPLC-PDA data, we reported a quali-quantitative GC-MS study of 19 yellow Cuban propolis (YCP) samples collected in different regions of Cuba. The profiles of YCP samples allowed us to define two main types of YCP directly related to their secondary metabolite classes: type A, rich in triterpenic alcohols and with the presence of polymethoxylated flavonoids as minor constituents, and type B, containing acetyl triterpenes as the main constituents. For the first time, triterpenoids belonging to oleanane, lupane, ursane, and lanostane skeletons were reported as major compounds in propolis. Also, the presence of polymethoxylated flavones or flavanones was found for the first time in propolis.
Koelpinin-A, B and C - Three triterpenoids from Koelpinia linearis
Koul, Summon,Razdan,Andotra,Kalla,Koul,Taneja,Dhar
, p. 305 - 309 (2007/10/03)
Three new triterpenoids, designated as koelpinin - A, B and C and characterised as 28-nor-lup-12,17-dien-3β,16α-diol,3β-acetoxy-28-nor-lup- 12,17-dien-16α-ol and 28-nor-lup-12,17-dien-3β-ol-16-one, respectively, together with 30-nor-lup-3β-ol-20-one, taraxeryl acetate and germanicol, were isolated, from the aerial parts of Koelpinia linearis. 13C-NMR shifts were assigned after performing APT and DEPT experiments. (C) 2000 Elsevier Science Ltd.