Three New Lanostane-Type Triterpene Lactones from the Stem Bark of Abies mariesii

Abstract

Three new delta 8-lanostane-type triterpene lactones (1), (2) and (3) were isolated from the stem bark of Abies mariesii M. and unambiguously characterized on the basis of spectroscopic and chemical evidence. Chemical modification of compound 1 showed potent inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor promoter 12-O-tetradecanoylphorbol 13-acetate (TPA).

Roseic Acid and Roseolactones A and B, Furan‐Cucurbitane Triterpenes from Russula aurora and R. minutula (Basidiomycota)

“…Some reports of triterpenoids bearing an α,β-unsaturated γ-lactone ring in the side-chain can be found in the literature: [10] most of them actually derive from cyclization of a 23-hydroxy, Δ 24-25 (Z), 27-carboxylic acid precursor, which, in turn, may be derived from the reduction of a ketone group, [11] rather by hydration of a C=C double bond, as in our case. In particular, Hasegawa et al [12] could obtain both the 23R and the 23S isomers by synthetic transformation of a parent lanostane triterpene isolated from Abies firma seeds.…”

“…Triterpenoids containing a γ-lactone function-ality in the side-chain (or analogues of these compounds) have often shown interesting biological activities, for example as inhibitors of the Epstein-Barr virus early antigen. [11] Compounds 1-3 were found to be inactive or with little activity as inhibitors of a few human tumor cell lines, but in the near future we plan to test these compounds for a larger array of biological activities.…”

Triterpene Derivatives from Abies Spectabilis Leaves of Nepalese Origin

“…Compound 6, 18-nordammara-7,12,24-trien-26-oic acid, 3,23,23-trihydroxy-17-methyl-, γ-lactone, (3α,9β,17α), was previously reported for A. sibirica, and compound 7, lanosta-8,24-dien-26-oic acid, 3,23-dihydroxy-7-oxo-, γ-lactone, (3α,23R), for A. mariesii [14][15][16][17][18]. Kaempferol 3,5,7-trimethyl ether (8) and p-hydroxybenzoic acid (9) were also isolated and characterized.…”

“…The HR-API-TOF-MS showed a deprotonated molecular ion [M-H]at m/z 499.3063, corresponding to a molecular formula of C 30 H 43 O 6 . In the 1 H NMR spectrum, five singlet [14][15][16][17][18]. Kaempferol 3,5,7-trimethyl ether (8) and p-hydroxybenzoic acid (9) were also isolated and characterized.…”