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  2. Cnidimonins A-C, Three Types of Hybrid Dimer from Cnidium monnieri: Structural Elucidation and Semisynthesis

Cnidimonins A-C, Three Types of Hybrid Dimer from Cnidium monnieri: Structural Elucidation and Semisynthesis

  • Org Lett. 2017 Sep 15;19(18):4920-4923. doi: 10.1021/acs.orglett.7b02290.
Fangyi Su 1 Zheng Zhao 1 Shuanggang Ma 1 Rubing Wang 1 Yong Li 1 Yunbao Liu 1 Yuhuan Li 2 Li Li 1 Jing Qu 1 Shishan Yu 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, China.
  • 2 Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, China.
Abstract

Three pairs of racemic dimers, (±)-cnidimonins A-C (1-3), were isolated from the fruits of Cnidium monnieri. They represent novel hybrid-dimerization patterns of coumarin skeleton with structurally diverse units (flavonol, benzofuran, and chromone) via an unprecedented terminal chiral carbon of prenyl. The absolute configurations of the enantiomers were determined by electronic circular dichroism (ECD). To investigate their bioactivities in depth, (±)-cnidimonins A-C (1-3) were synthesized. The racemic mixture (±)-1 exhibited stronger Antiviral activity against HSV-1 (IC50: 1.23 μM) than its corresponding optically pure enantiomers.

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