2. Academic Validation
  3. Hybridaphniphyllines A and B, Daphniphyllum alkaloid and iridoid hybrids suggestive of Diels-Alder cycloaddition in Daphniphyllum longeracemosum

Hybridaphniphyllines A and B, Daphniphyllum alkaloid and iridoid hybrids suggestive of Diels-Alder cycloaddition in Daphniphyllum longeracemosum

  • Phytochemistry. 2013 Nov;95:428-35. doi: 10.1016/j.phytochem.2013.07.005.
Fei Wang 1,  Mei-Fen Mao,  Guo-Zhu Wei,  Yuan Gao,  Fu-Cai Ren,  Ji-Kai Liu
Affiliations

Affiliation

  • 1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China; BioBioPha Co., Ltd., 132 Lanhei Road, Kunming 650201, China. Electronic address: [email protected].
PMID: 23906551 DOI: 10.1016/j.phytochem.2013.07.005
Abstract

Two Daphniphyllum alkaloid and iridoid hybrids with the hitherto unknown decacyclic fused skeletons, hybridaphniphyllines A and B, along with one diamino Daphniphyllum alkaloid, daphnicyclidin I, were isolated from dried stems and leaves of Daphniphyllum longeracemosum. Their structures were elucidated on the basis of extensive spectroscopic analysis, and the absolute configuration of daphnicyclidin I was deduced by the CD exciton chirality method. A biogenetic pathway for 1 and 2 involving natural Diels-Alder cycloaddition is proposed.

Keywords

Alkaloid and iridoid hybrid; C-22 nor-Daphniphyllum alkaloid; Daphniphyllaceae; Daphniphyllum longeracemosum; Diels–Alder cycloaddition; Hybridaphniphylline.

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