97165-23-6Relevant academic research and scientific papers
Biologically active sesquiterpenoid metabolites from the fungus Botrytis cinerea
Collado, Isidro G.,Hernandez-Galan, Rosario,Prieto, Victoria,Hanson, James R.,Rebordinos, Laureana G.
, p. 513 - 517 (1996)
Five new sesquiterpenoid metabolites, botryendial, botryenalol, 10-epi-dihydrobotrydial, methyl acetyl botryenaloate and 10-dehydroxy dihydrobotrydialone, have been isolated from Botrytis cinerea. The structures were elucidated by extensive NMR studies of the natural products and their derivatives. Copyright
The role of botrydienediol in the biodegradation of the sesquiterpenoid phytotoxin botrydial by Botrytis cinerea
Daoubi, Mourad,Durán-Patrón, Rosa,Hernández-Galán, Rosario,Benharref, Ahmed,Hanson, James R.,Collado, Isidro G.
, p. 8256 - 8261 (2007/10/03)
The biotransformation of botrydienediol (6) labelled with deuterium on carbons C-10 and C-15 has been studied. This has led to modification of some previous assumptions about the biodegradative route of botrydial. The [10-2H,15-2H]-botry-1(9)-4-diendiol (12) was transformed into dehydrobotrydienediol derivatives 13-15 but it was not incorporated into secobotryane skeleton (7). In addition, three new sesquiterpenoids have been isolated, which shed further light on the secondary metabolites of Botrytis cinerea. From the point of view of persistence of these toxins in the food chain, the easy biotransformation and different biodegradative routes of botrydial (1), seem to indicate that the toxin may not persist in the plant for a long time as it will be metabolized by the fungi and the plant.
Chemical transformations on botryane skeleton. Effect on the cytotoxic activity
Reino, Jose L.,Duran-Patron, Rosa,Segura, Inmaculada,Hernandez-Galan, Rosario,Riese, Hans H.,Collado, Isidro G.
, p. 344 - 349 (2007/10/03)
Eighteen compounds with a botryane skeleton have been obtained through chemical transformations of various toxins from the fungus Botrytis cinerea. During the course of these transformations, the C-10 carbon of the botryane skeleton was found to exhibit an interesting high regioselectivity to oxidizing and reducing agents. In addition, the cytotoxicity of 27 botryane derivatives was determined in vitro against Hs578T, MDA-MB-231, HT-1080, U87-MG, IMR-90, and HUVEC cell lines. The results of this study confirm that the cytotoxicity of botrydial (1) and its derivatives is related to the presence of a 1,5-dialdehyde functionality.
