RESUMO
In screening for antifungal metabolites, a novel compound, malonofungin, exhibiting growth inhibitory activity against Botrytis cinerea (grey mould), has been isolated from fermentations of Phaeoramularia fusimaculans CBS 616.87. Its structure is established as (E)-(3R,4S,5S)-5-acetoxy-2-amino-2-carboxy-3,4-dihydroxy-14-oxoicos++ +-6-enoic acid, representing an addition to the rare class of naturally occurring aminomalonic acids. 1H NMR data and extensive use of CD spectroscopy have been utilized to establish the absolute stereochemistry of malonofungin. The structural and biological relationship of malonofungin to previously reported fungal metabolites is discussed.
Assuntos
Antifúngicos/farmacologia , Ácidos Graxos Insaturados/farmacologia , Malonatos/farmacologia , Fungos Mitospóricos/química , Acetilação , Antifúngicos/química , Antifúngicos/isolamento & purificação , Dicroísmo Circular , Ácidos Graxos Insaturados/química , Ácidos Graxos Insaturados/isolamento & purificação , Espectroscopia de Ressonância Magnética , Malonatos/química , Malonatos/isolamento & purificação , Testes de Sensibilidade Microbiana , Fungos Mitospóricos/efeitos dos fármacos , Conformação Molecular , EstereoisomerismoRESUMO
Three macrocyclic polylactones have been isolated from Penicillium verruculosum. Two were found to be novel and the third to be identical with NG-012(1). Their structures were elucidated by spectroscopic and chemical methods. A full assignment of 1H- and 13C-resonances in acetone-d6 are given for all three compounds. The compounds show antifungal activity.
Assuntos
Antifúngicos , Lactonas , Fenóis , Animais , Antifúngicos/biossíntese , Antifúngicos/química , Antifúngicos/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Lactonas/química , Lactonas/isolamento & purificação , Lactonas/farmacologia , Espectroscopia de Ressonância Magnética , Camundongos , Estrutura Molecular , Penicillium/classificação , Penicillium/metabolismo , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologiaRESUMO
A high-performance liquid chromatographic technique for the separation of triglycerides in natural mixtures is described. The influence of column temperature on separation is investigated, and a linear relationship between log k' and 1/T is demonstrated. Operating this reversed-phase technique with a LiChrosorb RP-18 packing at 14.5 degree C, separation of triglycerides with the same equivalent carbon numbers (ECN), but different degrees of saturation, is obtained. The composition of an eluent which permits separation of saturated triglycerides with carbon numbers as high as 54 (e.g., tristearin) is given.