2. Academic Validation
  3. A Pair of Enantiomeric Bis- seco-abietane Diterpenoids from Cryptomeria fortunei

A Pair of Enantiomeric Bis- seco-abietane Diterpenoids from Cryptomeria fortunei

  • J Nat Prod. 2018 Dec 28;81(12):2667-2672. doi: 10.1021/acs.jnatprod.8b00482.
Lu Feng,  Attila Mándi 1,  Chunping Tang 2,  Tibor Kurtán 1,  Shuai Tang,  Chang-Qiang Ke 2,  Ning Shen,  Ge Lin 2,  Sheng Yao 2,  Yang Ye 2 3
Affiliations

Affiliations

  • 1 Department of Organic Chemistry , University of Debrecen , P.O. Box 400, H-4002 Debrecen , Hungary.
  • 2 SIMM-CUHK Joint Research Laboratory for Promoting Globalization of Traditional Chinese Medicines , Shanghai 201203 , People's Republic of China.
  • 3 School of Life Science and Technology , ShanghaiTech University , Shanghai 201203 , People's Republic of China.
PMID: 30485090 DOI: 10.1021/acs.jnatprod.8b00482
Abstract

(±)-Cryptomeriolide, a pair of racemic bis- seco-abietane Diterpenoids, were isolated from the bark of Cryptomeria fortunei. The separation of enantiomers was achieved by using chiral stationary phase HPLC. Their structures including the absolute configuration and conformations in solution and solid state were determined by extensive analysis of spectroscopic data, single-crystal X-ray diffraction, and comparison of calculated and experimental electronic circular dichroism data. A bioinspired one-pot enantiomeric synthesis of 1a and 1b was accomplished via a readily made intermediate orthoquinone from sugiol. All compounds including the synthetic intermediates were assayed for their cytotoxic activities on human Cancer cell lines HL-60, A549, and SGC7901.

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