Isolation and biomimetic oxidation of prenylbruceol A, an anticipated meroterpenoid natural product from philotheca myoporoides
Date
2020
Authors
Day, A.J.
George, J.H.
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Journal of natural products, 2020; 83(7):2305-2309
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Aaron J. Day and Jonathan H. George
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Abstract
Reinvestigation of the coumarin meroterpenoids of Philotheca myoporoides using pressurized hot water extraction (PHWE) procedures led to the isolation of prenylbruceol A, a proposed biosynthetic precursor of seven previously reported bruceol derivatives, prenylbruceols B-H. Protobruceol-I, ostruthin, dipetalactone, and a new dihydrocoumarin natural product were isolated alongside prenylbruceol A. A biomimetic singlet oxygen ene reaction of prenylbruceol A allowed the semisynthesis of prenylbruceols B, C, and D.
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© 2020 American Chemical Society and American Society of Pharmacognosy