Abstract
The co-cultivation of two or more different microbial strains in one culture vessel was supposed to be a viable experimental approach for enhancing the diversity of the compounds produced. Two new meroterpenoid derivatives, chermebilaenes A (1) and B (2), together with three known sesquiterpenoids, sesquicaranoic acid B (3), cyclonerodiol (4) and bisabol-l-on-13-säuremethylester (5), were characterized from a co-culture of the marine-derived fungal isolates of Penicillium bilaiae MA-267 and Penicillium chermesinum EN-480. Neither fungus produced these compounds when cultured alone under the same conditions. Compound 1 represents an unprecedented acorane-type sesquiterpene hybridized with an octadecadienoic acid skeleton. The structures were elucidated on the basis of spectroscopic analysis, and the absolute configurations were assumed on the basis of acidic hydrolysis combined with modified Mosher’s method and electronic circular dichroism (ECD) calculations. Compound 1 showed potent inhibitory activities against Ceratobasidium cornigerum and Edwardsiella tarda.
Highlights
Marine fungi are able to synthesize a wide range of structurally unique secondary metabolites endowed with numerous biological activities [1,2,3]
In our efforts to identify new bioactive secondary metabolites from marine-derived fungi, we previously investigated the secondary metabolites of two strains of the fungal genus Penicillium, namely P. bilaiae MA-267 and P. chermesinum EN-480, from which several sesquiterpenes with a tricyclo (6.3.1.01,5 )dodecane skeleton [9], spiromeroterpenoids containing a drimane-type sesquiterpene skeleton [10], and sesquiterpenoids [11] have been isolated, respectively
In order to investigate the chemical potential of P. bilaiae MA-267 and P. chermesinum
Summary
Marine fungi are able to synthesize a wide range of structurally unique secondary metabolites endowed with numerous biological activities [1,2,3]. In our efforts to identify new bioactive secondary metabolites from marine-derived fungi, we previously investigated the secondary metabolites of two strains of the fungal genus Penicillium, namely P. bilaiae MA-267 and P. chermesinum EN-480, from which several sesquiterpenes with a tricyclo (6.3.1.01,5 )dodecane skeleton [9], spiromeroterpenoids containing a drimane-type sesquiterpene skeleton [10], and sesquiterpenoids [11] have been isolated, respectively. EN-480, we initiated the co-culture fermentation of these two fungal strains, which showed the production of several that were notwe produced when the two fungi wereofcultured of P. bilaiae. B were (2), as well as three known sesquiterpenoids, bisabol-l-on-13-säuremethylester (5) (Figure 1), isolated from the co-culture extract of P. bilaiae sesquicaranoic acid B (3), cyclonerodiol (4) and bisabol‐l‐on‐13‐säuremethylester (5) (Figure 1), were. Details of the isolation, structure determination, and isolated from the co‐culture extract of P. bilaiae MA‐267 and P. chermesinum EN‐480. Of the isolation, structure determination, and biological activities of these compounds are described
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