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New Dimeric and seco-Abietane Diterpenoids from Salvia wardii.

Xiao QL, Xia F, Yang XW, Liao Y, Yang LX, Wei YK, Li X, Xu G - Nat Prod Bioprospect (2015)

Bottom Line: Two dimeric abietane diterpenoids, salviwardins A and B (1 and 2), and a seco-abietane diterpenoid salviwardin C (3), along with five known analogues (4-8), were isolated from the roots of Salvia wardii.The structures of these isolates were elucidated by extensive spectroscopic methods.The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.

View Article: PubMed Central - PubMed

Affiliation: School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology of Natural Products, Kunming Medical University, Kunming, 650500, Yunnan, People's Republic of China.

ABSTRACT

Two dimeric abietane diterpenoids, salviwardins A and B (1 and 2), and a seco-abietane diterpenoid salviwardin C (3), along with five known analogues (4-8), were isolated from the roots of Salvia wardii. The structures of these isolates were elucidated by extensive spectroscopic methods. The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.

No MeSH data available.


Related in: MedlinePlus

Key HMBC () and 1H-1H COSY () correlations of 3
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Fig3: Key HMBC () and 1H-1H COSY () correlations of 3

Mentions: Salviwardin C (3) was assigned the molecular formula C20H24O2 by analysis of its 13C NMR and HREIMS (m/z 296.1775, [M]+). Comparing of NMR spectroscopic data of 3 (Table 3) with that of naphth-[1,8-bc]-oxocin-11-ol,2,3,4,5tetrhydro-2,2,6-trimethyl-10-(1-methlethyl) indicated that the two compounds are similar to each other. The difference lied in that the C-3, C-4, and Me-18 in the known compound were replaced by an oxygenated methine at δC 86.5 (C-3) and a part of double-bond (C-4, δC 145.5 and C-18, δC 111.0) in 3 [25]. The HMBC correlations from H-3 (δH 4.50) to C-1 (δC 26.0), C-2 (δC 33.6), C-4 (δC 145.5), C-11 (δC 141.0), C-18 (δC 111.0) and C-19 (δC 18.8), and from H-18 (δH 5.10 and 4.90) to C-3 (δC 86.5), C-4 (δC 145.5), C-19, together with the proton spin systems H-1/H-2/H-3, determined the structure of A ring of 3 as shown in Fig. 3. Other parts of 3 were identical to those of the known compound by detailed analysis of the 1H–1H COSY and HMBC correlations (Fig. 3). Therefore, the structure of 3 was determined and named salviwardin C.Table 3


New Dimeric and seco-Abietane Diterpenoids from Salvia wardii.

Xiao QL, Xia F, Yang XW, Liao Y, Yang LX, Wei YK, Li X, Xu G - Nat Prod Bioprospect (2015)

Key HMBC () and 1H-1H COSY () correlations of 3
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4402580&req=5

Fig3: Key HMBC () and 1H-1H COSY () correlations of 3
Mentions: Salviwardin C (3) was assigned the molecular formula C20H24O2 by analysis of its 13C NMR and HREIMS (m/z 296.1775, [M]+). Comparing of NMR spectroscopic data of 3 (Table 3) with that of naphth-[1,8-bc]-oxocin-11-ol,2,3,4,5tetrhydro-2,2,6-trimethyl-10-(1-methlethyl) indicated that the two compounds are similar to each other. The difference lied in that the C-3, C-4, and Me-18 in the known compound were replaced by an oxygenated methine at δC 86.5 (C-3) and a part of double-bond (C-4, δC 145.5 and C-18, δC 111.0) in 3 [25]. The HMBC correlations from H-3 (δH 4.50) to C-1 (δC 26.0), C-2 (δC 33.6), C-4 (δC 145.5), C-11 (δC 141.0), C-18 (δC 111.0) and C-19 (δC 18.8), and from H-18 (δH 5.10 and 4.90) to C-3 (δC 86.5), C-4 (δC 145.5), C-19, together with the proton spin systems H-1/H-2/H-3, determined the structure of A ring of 3 as shown in Fig. 3. Other parts of 3 were identical to those of the known compound by detailed analysis of the 1H–1H COSY and HMBC correlations (Fig. 3). Therefore, the structure of 3 was determined and named salviwardin C.Table 3

Bottom Line: Two dimeric abietane diterpenoids, salviwardins A and B (1 and 2), and a seco-abietane diterpenoid salviwardin C (3), along with five known analogues (4-8), were isolated from the roots of Salvia wardii.The structures of these isolates were elucidated by extensive spectroscopic methods.The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.

View Article: PubMed Central - PubMed

Affiliation: School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology of Natural Products, Kunming Medical University, Kunming, 650500, Yunnan, People's Republic of China.

ABSTRACT

Two dimeric abietane diterpenoids, salviwardins A and B (1 and 2), and a seco-abietane diterpenoid salviwardin C (3), along with five known analogues (4-8), were isolated from the roots of Salvia wardii. The structures of these isolates were elucidated by extensive spectroscopic methods. The inhibitory activities of these isolates against five human cancer cell lines in vitro were also tested.

No MeSH data available.


Related in: MedlinePlus