Stereostructure of auricularic acid, a cleistanthane diterpenoid from Pogostemon auricularis hassk

Prakash, Om; Roy, Raja; Agarwal, Sunita; Hussaini, F. A.; Shoeb, A.

doi:10.1016/s0040-4039(00)95813-1

Cited by 13 publications

(4 citation statements)

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“…These data suggested compound 1 might be a tricyclic diterpene. The 1 H and 13 C NMR spectral data of 1 were similar to those of auricularic acid [15], which indicated that 1 was a cleistanthane-type diterpene. However, there are certain differences as follows: the resonance of C-2 at δ C 19.5 in auricularic acid is down shifted to δ C 65.3 in 1 , suggesting that the methylene at C-2 was replaced by an oxygen-bearing methine.…”

Section: Resultsmentioning

confidence: 99%

New Diterpenes from Cultures of the Fungus Engleromyces goetzii and Their CETP Inhibitory Activity

Wang

Zhang

Wang

et al. 2015

Nat. Prod. Bioprospect.

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One new cleistanthane-type diterpene named engleromycenolic acid A (1), one new rosane-type diterpene named engleromycenolic acid B (2) and one new natural rosane-type diterpene, engleromycenol (3), along with three known rosane-type diterpenes, rosololactone (4), rosenonolactone (5) and 7-deoxyrosenonolactone (6) were isolated from cultures of the fungus Engleromyces goetzii, where it naturally grows on Alpine bamboo culms. The new compounds were elucidated based on their spectroscopic data. In addition, compounds 1–6 were evaluated for their cholesterol ester transfer protein (CETP) inhibition activity. This paper reports the isolation, structural elucidation, and CETP inhibition activity of these compounds.Graphical AbstractElectronic supplementary materialThe online version of this article (doi:10.1007/s13659-015-0055-5) contains supplementary material, which is available to authorized users.

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Section: Resultsmentioning

confidence: 99%

New Diterpenes from Cultures of the Fungus Engleromyces goetzii and Their CETP Inhibitory Activity

Wang

Zhang

Wang

et al. 2015

Nat. Prod. Bioprospect.

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“…The seco-kaurene derivative (95) has been reportedlZ3 as a constituent of AIepidea amatynsia (Umbelliferae). The B-secoaldehyde anhydride fujenal (96) shows some interesting reactionslZ4 in which, despite the possibility of rotation about the 9-10 bond which is observed in the enmein series, there is neighbouring-group participation between C-6 and C-7 with the formation of, for example, lactones such as (97).…”

Section: C02mementioning

confidence: 99%

Diterpenoids

Hanson¹

1989

Nat. Prod. Rep.

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“…The complete stereostructure of 1 has been determined with the help of 2D 'H-'H (COSY, NOESY) and 'H-I3C (Hetero COSY) nmr studies and is reported separately (6).…”

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confidence: 99%

“…4 Hz, H-9 and H-10), 7.44 (1H, t,7 = 8 Hz, H-3), 7.39 (1H, dj = 8. 6 Hz, H-6), 7.34 (1H, dj = 8 Hz, H-2), 3.09 (2H, q,7 = 7.5 Hz, CHICHO, 2.69 (3H, s, 1-Me), 2.48 (3H, s, 7-Me), 1.23 (3H, tj = 7.5 Hz, CH4CH,);…”

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confidence: 99%