RESUMEN
A tropolone (2) and an acorane sesquiterpene (3), along with twenty previously known compounds were isolated from the heartwood of Pterocarpus santalinus. The structure of the isolated compounds was elucidated via 1D and 2D NMR spectroscopy and HRESIMS analysis. The absolute configuration of 3 was determined by comparison of the experimental and calculated ECD data. All compounds were evaluated for their inhibitory effects against nitric oxide production in LPS-stimulated RAW 264.7 macrophages.
Asunto(s)
Pterocarpus , Sesquiterpenos , Macrófagos , Estructura Molecular , Óxido Nítrico , Pterocarpus/química , Sesquiterpenos/química , Sesquiterpenos/farmacologíaRESUMEN
Six new sesquiterpenoids including three bisabolane derivatives, trichobisabolins O1, O2, and P (1-3), two nerolidol derivatives, trichonerolins A and B (4 and 5), one acorane, trichoacorin A (6), along with one new steroid, isoergokonin B (7), were isolated from the culture of Trichoderma brevicompactum A-DL-9-2 obtained from the inner tissue of the red alga Chondria tenuissima. Their structures and relative configurations were assigned by interpretation of 1D/2D NMR and MS data. As acyclic sesquiterpenoids, compounds 4 and 5 were discovered from Trichoderma for the first time. Compounds 1-7 were evaluated for the inhibition of some marine-derived organisms, in which, 3 and 4/5 exhibited potent inhibition against Amphidinium carterae and Chattonella marina with IC50 of 1.8 µg/mL and 1.2 µg/mL, respectively. In addition, compound 7 could inhibit the growth of Pseudoalteromonas citrea with an MIC value of 64 µg/mL.
Asunto(s)
Antiinfecciosos/farmacología , Productos Biológicos/farmacología , Fitoplancton/efectos de los fármacos , Rhodophyta/microbiología , Sesquiterpenos/farmacología , Trichoderma/química , Antiinfecciosos/aislamiento & purificación , Productos Biológicos/aislamiento & purificación , Hypocreales , Estructura Molecular , Pseudoalteromonas/efectos de los fármacos , Sesquiterpenos/aislamiento & purificaciónRESUMEN
A new sesquiterpene, named neo-acorane A (1), and two known ones, acoric acid (2) and calamusin D (3), were isolated from a 95% ethanol extract of the rhizome parts of Acorus calamus L. Their structures were elucidated by spectroscopic methods, and the absolute configurations were determined by single-crystal X-ray diffraction analysis. Compounds 1 and 2 are nonisoprenoid sesquiterpenoids, likely biosynthesized from an acorane-type sesquiterpene by oxidative fission of the six- or five-membered ring. Moreover, compounds 1 (10 µM), 2 (5 µM and 10 µM) and 3 (10 µM) showed cell proliferation activity on the SK-N-BE (2) cell line.