Yaqin FanYi WangPeng FuArthit ChairoungduaPawinee PiyachaturawatWeiming ZhuOcean University of ChinaMahidol UniversityLaboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology2019-08-232019-08-232018-10-07Organic Chemistry Frontiers. Vol.5, No.19 (2018), 2835-283920524129205241102-s2.0-85053920769https://repository.li.mahidol.ac.th/handle/20.500.14594/45471© 2018 the Partner Organisations. Secopaxilline A (1), a new meroditerpenoid derived from indole-diterpenoid by the oxidative cleavage of a carbon-nitrogen bond, was isolated from an aciduric fungus Penicillium camemberti OUCMDZ-1492. Its structure, including absolute configuration, was fully elucidated based on spectroscopic analysis and X-ray single crystal diffraction. Secopaxilline A is the first example of indole-diterpenoid derivatives possessing a carbon-nitrogen bond cleavage skeleton. It was synthesized from paxilline with a 45% overall yield. The one-pot synthesis of the biosynthetic precursor, deacetylsecopaxilline A (4), from paxilline was also developed.Mahidol UniversityChemistryArticleSCOPUS10.1039/c8qo00756j