Lactonecembranoids from <i>Croton laevigatus</i>

Zou, Guming; Ding, Gang; Su, Zhiheng; Yang, Jun‐Shan; Zhang, Hone-Wu; Peng, Chao-Zhong; Aisa, Haiji Akber

doi:10.1021/np100044t

Cited by 38 publications

(27 citation statements)

References 10 publications

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“…The 1 H-1 H COSY experiment showed connectivity of three moieties: I: 1 CH 2 -2 CH 2 -3 CH 2 ; II: 5 CH-6 CH 2 -7 CH 2 ; and III: 9 CH-11 CH(O)-12 CH 2 . The HMBC correlations from CH 3 -19 (d H 0.79, 3H, s) to C-3 (d C 35.1), C-5 (d C 44.4), and C- 18 (d C 15.7); from H [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18]each 1H,d,J ¼ 11.2 Hz) to C-3, C-5, and C-19 (d C 17.7); and from H 2 -2 (d H 1.50 and 1.60, each 1H, m) to C-4 (d C 37.5) indicated that C-4 connected units I and II together. The HMBC correlations from CH 3 -20 (d H 0.96, 3H, s) to C-1 (d C 41.4), C-5, and C-9 (d C 66.0) and from H 2 -1b (d H 0.96, 1H, m) to C-9 suggested that C-10 (d C 35.9) connected units I and III together.…”

Section: Resultsmentioning

confidence: 99%

Labdane-type diterpenoids from Croton laevigatus

Huang

Ji-cheng

et al. 2014

RSC Adv.

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Sixteen new labdane-type diterpenoids (1-9, 11-17) were isolated from the twigs and leaves of Croton laevigatus, along with 15-hydroxylabda-7,13(E)-diene-17,12-olide (10), which is reported here as a natural product for the first time. Their structures were elucidated on the basis of extensive spectroscopic data interpretation, including UV, IR, NMR, and MS, and comparison with literature data. The structures of compounds 7, 8, 10, 14, 15, 16, and 17 were further confirmed by single-crystal X-ray diffraction analysis.The absolute configurations of 10-17 were determined by the CD exciton chirality method and supported by the single-crystal X-ray diffraction analysis of 10, 14, and 15. Crotonlaevins A (1) and B (2) are the reported first labda-type diterpenoids with a dodecahydronaphtho [1,2-c] furan moiety, and compounds 10-17 are the first reported labda-17,12-olide derivatives isolated from nature.

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Section: Resultsmentioning

confidence: 99%

Labdane-type diterpenoids from Croton laevigatus

Huang

Ji-cheng

et al. 2014

RSC Adv.

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“…Chandonanthus hirtellus 107-111 [38][39][40] Echinodorus macrophyllus 444, 445 [129] Anisomeles indica 342-348 [106][107][108] Cleome spinosa 166-170 [64] Echinodorus grandiflorus 68 [32] Croton gratissimus 638 [182] Croton laevigatus 400-405 [120] Croton oblongifolius 103-105, 520, 554-556 [35,36,157] Greek tobacco 69-102 [33,34] very abundant in tropical reef environments. The abundance and ease of collection of these invertebrates has facilitated an extensive investigation of their secondary metabolism.…”

Section: ] Liverwortmentioning

confidence: 99%

Cembrane Diterpenes Chemistry and Biological Properties

Yang¹,

Zhou²,

Lin³

et al. 2012

COC

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Cembrane-type diterpenoids are a large and structurally varied group of natural products isolated from both terrestrial and marine organisms. The present paper reviews all the metabolites of cembrane diterpenes, reported up to 2010. The natural products discussed in this review can be divided into several different structural families featuring a variety of ring sizes and oxidation patterns. The currently known biological activities will be presented as well.

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“…The roots and leaves of C. laevigatus have been commonly used as a folk medicine by the Dai people for the treatment of injury from fall and fracture, malaria, and stomachache [1]. As part of our ongoing investigation into Dai medicines from the Croton genera [2,3], a new diterpene (1) (Fig. 1) with trans-clerodane-type structure was isolated from the leaves of C. laevigatus Vahl.…”

Section: Introductionmentioning

confidence: 99%