Bicunningines A and B, two new dimeric diterpenes from Cunninghamia Lanceolata

Xian Feng Hou, Sheng Yao, Attila Mándi, T. Kurtán, Chun Ping Tang, Chang Qiang Ke, Xi Qiang Li, Yang Ye

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Two unprecedented dimeric diterpenoids, with a 2,3-dihydrofuran ring fusing an abietane and a 4,5-seco-abietane diterpene, were isolated from Cunninghamia lanceolata. Their structures were elucidated by spectroscopic measurements, and their absolute configurations were determined by quantum chemical TDDFT ECD calculations, chemical transformations, and Mosher's method. The Mosher method carried out with MPA and MTPA esters of the sterically hindered sec-hydroxyl group gave contradictory results, while MPA afforded the correct absolute configuration.

Original languageEnglish
Pages (from-to)460-463
Number of pages4
JournalOrganic Letters
Volume14
Issue number2
DOIs
Publication statusPublished - Jan 20 2012

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Cunninghamia
Abietane Diterpenes
Diterpenes
configurations
Hydroxyl Radical
esters
Esters
rings

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Hou, X. F., Yao, S., Mándi, A., Kurtán, T., Tang, C. P., Ke, C. Q., ... Ye, Y. (2012). Bicunningines A and B, two new dimeric diterpenes from Cunninghamia Lanceolata. Organic Letters, 14(2), 460-463. https://doi.org/10.1021/ol202915r

Bicunningines A and B, two new dimeric diterpenes from Cunninghamia Lanceolata. / Hou, Xian Feng; Yao, Sheng; Mándi, Attila; Kurtán, T.; Tang, Chun Ping; Ke, Chang Qiang; Li, Xi Qiang; Ye, Yang.

In: Organic Letters, Vol. 14, No. 2, 20.01.2012, p. 460-463.

Research output: Contribution to journalArticle

Hou, XF, Yao, S, Mándi, A, Kurtán, T, Tang, CP, Ke, CQ, Li, XQ & Ye, Y 2012, 'Bicunningines A and B, two new dimeric diterpenes from Cunninghamia Lanceolata', Organic Letters, vol. 14, no. 2, pp. 460-463. https://doi.org/10.1021/ol202915r
Hou, Xian Feng ; Yao, Sheng ; Mándi, Attila ; Kurtán, T. ; Tang, Chun Ping ; Ke, Chang Qiang ; Li, Xi Qiang ; Ye, Yang. / Bicunningines A and B, two new dimeric diterpenes from Cunninghamia Lanceolata. In: Organic Letters. 2012 ; Vol. 14, No. 2. pp. 460-463.
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