Journal
ORGANIC CHEMISTRY FRONTIERS
Volume -, Issue -, Pages -Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/D2QO00055E
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Funding
- National Natural Science Foundation of China [31960095]
- National Natural Science Foundation of Yunnan provinces [202101AS070022]
- Yunnan Ten-thousand Talents Program
- General Research Fund grant from the Research Grants Council (RGC) of Hong Kong [11301321]
- Guangdong Basic and Applied Basic Research Foundation [2021A1515012229]
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Novel chevalone analogues with potential synergistic inhibition effects on breast cancer cells were synthesized by heterologously expressing a cryptic gene cluster found in fungi.
Fungal meroditerpenoids include diverse molecules with structural complexity and a broad range of biological activities. We have previously obtained the meroditerpenoid chevalone E (1) and its oxidized analogues by heterologously expressing a cryptic gene cluster found in the fungus Aspergillus versicolor. In this study, we further derivatized 1 into eight chevalone analogues using a single dehydrogenase involved in another meroterpenoid pathway. Some of the new analogues harbor the characteristic hemiacetal bridge, which can be transformed into the spirolactone moiety by simple chemical synthesis. Furthermore, some of the new chevalone analogues exhibit the synergetic inhibition of MDA-MB-231 breast cancer cell viability when combined with the chemotherapeutic agent doxorubicin.
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