Calmodulin inhibitors from the fungus Emericella sp.
Por:
Figueroa M., Gonzalez, MD, Rodríguez-Sotres R., Sosa-Peinado A., González-Andrade M., Cerda-García-Rojas C.M., Mata R.
Publicada:
15 mar 2009
Resumen:
Two new xanthones identified as 15-chlorotajixanthone hydrate (1) and 14-methoxytajixanthone (2) were isolated from an Emericella sp. strain 25379 along with shamixanthone (3) and tajixanthone hydrate (4). The stereostructures of 1 and 2 were elucidated by spectroscopic and molecular modeling methods. The absolute configuration at the stereogenic centers of 1 was established according to CD measurements. In the case of 2, however, the absolute con. guration at C-20 and C-25 was designated as S and R, respectively, by Mosher ester methodology. Thereafter, the con. guration at C-14 and C-15 of 2 was established as S and S, respectively by comparing the optical rotation and (1)H-(1)H coupling constant experimental values with those obtained through molecular modeling calculations at DFT B3LYP/DGDZVP level of theory for diasteroisomers 2a-2d. The activation of the calmodulin-sensitive cAMP phosphodiesterase (PDE1) was inhibited in the presence of 1-4 in a concentration-dependent manner. Th
Filiaciones:
Figueroa M.:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Gonzalez, MD:
Univ Nacl Autonoma Mexico, Inst Biol, Mexico City 04510, DF, Mexico
Rodríguez-Sotres R.:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
Sosa-Peinado A.:
Univ Nacl Autonoma Mexico, Fac Med, Mexico City 04510, DF, Mexico
González-Andrade M.:
Univ Nacl Autonoma Mexico, Fac Med, Mexico City 04510, DF, Mexico
Cerda-García-Rojas C.M.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados, Instituto Politécnico Nacional, México DF 07000, Mexico
Mata R.:
Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
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