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Relevant academic research and scientific papers

Semisynthesis of new tetrahydrofuranic alkyl ester and furano-pyrone derivatives as inhibitors of the mitochondrial complex I

Methoxymethylation of altholactone (1) led to the corresponding O-methoxymethyl derivative (3) in addition to the unexpected 6,7-dihydro-7-methoxy analogue (4), and two original tetrahydrofuranic (THF) alkyl esters (5,6). Moreover, when we accomplished a new method for the preparation of the furano-pyrone goniofupyrone (7) through 7-hydroxylation of 1 in acid medium, a minor compound (8) with an identical skeleton to that of compounds 5 and 6 was identified. Careful examination of the published spectral data of the reported styryl-lactones with an heptolide skeleton reveals that those structures possess also a THF alkyl ester skeleton. The revision of those structures was confirmed by chemical correlation. All altholactone derivatives assayed proved to be specific inhibitors of the mitochondrial complex I.

Enantiospecific semisynthesis of (+)-almuheptolide-A, a novel natural heptolide inhibitor of the mammalian mitochondrial respiratory chain

The development of novel styryl lactone derivatives as bioactive compounds and the semisynthesis of both 4,5-dialkoxylated eight-membered- ring lactones with a heptolide skeleton (almuheptolide-A (1) type) and 7- alkoxylated 5-lactones with a saturated fu

Preparation of 7-alkoxylated furanopyrones: Semisynthesis of (-)- etharvensin, a new styryl-lactone from Goniothalamus arvensis

A new furanopyrone derivative, (-)-etharvensin (1), was isolated from the stem bark of Goniothalamus arvensis. Semisynthesis of the 7- ethoxyfuranopyrone 1 was achieved by addition of EtOH in concentrated acid medium to the unsaturated α-pyrone (+)-althol