Structural Diversity of New C<sub>13</sub>-Polyketides Produced by <i>Chaetomium mollipilium</i> Cultivated in the Presence of a NAD<sup>+</sup>-Dependent Histone Deacetylase Inhibitor

Teigo Asai, Shuntaro Morita, Naoki Shirata, Tohru Taniguchi, Kenji Monde, Hiroaki Sakurai, Tomoji Ozeki, Yoshiteru Oshima

Organic Letters · 2012 · 56 citations · 11 references

Concepts

Abstract

Cultivation of Chaetomium mollipilium with nicotinamide, a NAD(+)-dependent HDAC inhibitor, stimulated its secondary metabolism, leading to the isolation of structurally diverse new C(13)-polyketides, mollipilin A-E (1-5) as well as two known compounds (6 and 7). Spectroscopic methods, X-ray single crystal diffraction analysis, and VCD elucidated the absolute configurations of structures 1-6, and plausible biosynthetic pathways for 1-7 were proposed based on structural relationships. Mollipilins A (1) and B (2) exhibited moderate growth inhibitory effects on HCT-116 cells.

References

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