Isolation and Characterization of Vicodiol, a New Monoterpenediol from Vicoa indica

Vasanth, Saradha; Kundu, Amit; Purushothaman, K. K.; Patra, Amarendra; Pattabhi, Vasantha; Connolly, Joseph D.

doi:10.1021/np50068a013

Cited by 14 publications

(6 citation statements)

References 6 publications

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“…Ray florets 12-24, much longer than involcure and disc florets scanty. Many compounds have been isolated from P. indicum namely, sesquiterpenevicolides, monoterpenediol-vicodiol and thymol esters (Saradha Vasanth et al 1990;Mossa et al 1997), cis-cis germacranolide (Sawaiker et al 1998), 4,5,6-trihydroxy-4-7-dimethoxy flavone (Krishnaveni et al 1997). Vicolide D showed abortifacient and antifertility activities (Alam et al 1989).…”

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Micropropagation and in vitro flowering in Pentanema indicum Ling

Sivanesan

Jeong

2007

Plant Biotechnology

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In this study we have investigated micropropagation and in vitro flowering for a medicinally important plant Pentanema indicum. Maximum callus proliferation was obtained on MS medium supplemented with 2.0 mg l Ϫ1 BAP and 1.0 mg l Ϫ1 IBA. The best shoot regeneration (19Ϯ1.0) was achieved in five weeks when callus was cultured on MS medium amended with 4.0 mg l Ϫ1 BAP and 1.0 mg l Ϫ1 IAA. Direct multiple shoot initiation was also obtained from shoot tip and nodal explants in the presence of BAP and IAA. Addition of adenine sulfate (1.0 mg l Ϫ1 ) to the regeneration medium increased the shoot multiplication. Regenerated shoots rooted best on MS medium containing 2.0 mg l Ϫ1 IBA. Multiple shoots regenerated from callus, shoot tip and nodal explants flowered (90%) in vitro on a MS medium fortified with 2.0 mg l Ϫ1 IBA. Plantlets were successfully acclimatized in a soil condition and the survival rate was 96%.

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Micropropagation and in vitro flowering in Pentanema indicum Ling

Sivanesan

Jeong

2007

Plant Biotechnology

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“…Until now, this plant has not been the subject of phytochemical analysis, but the genus Inula has yielded a wide array of sesquiterpenes, , sesquiterpene lactones, − thymol derivatives, − and flavones, , while the aerial parts of V. indica (syn. I. indica ) have yielded germacranolides, , including vicolides B−E, − the guaianolide vicolide A, the monoterpene vicodiol, and the 28-nortriterpenoid glycoside vicoside A …”

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Sesquiterpene Lactones and Thymol Esters from Vicoa pentanema

et al. 1997

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The aerial parts of Vicoa pentanema yielded four new sesquiterpene lactones, namely, 10α-hydroxy-14H-inuviscolide (1), 4α,5α-epoxy-10α,11β,13H,14H-1-epi-inuviscolide 3-β-d-glucoside (2), 2α-O-acetyl-3β-hydroxyalantolactone (3), and 2α,3α-dihydroxyalloalantolactone (4). The structure and stereochemical assignments of all sesquiterpenes were based on their 1H and 13C-NMR spectral data, including those derived from 2D-NMR COSY, HETCOR, FLOCK, and NOESY experiments, as well as extensive NOE-difference studies. In addition, the same plant material yielded the known sesquiterpene lactones 8β-hydroxyparthenolide (5), 8-epi-confertin (6), 4α,5α-epoxy-10α,14H-1-epi-inuviscolide (7), inuviscolide (8), lipiferolide (9), and carabrone (10), the known thymol ester 7,8-epoxy-9-(isobutyryloxy)thymolisobutyrate (11), and its hydrolysis product 7-hydroxy-8,9-bis(isobutyryloxy)thymol (12).

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“…Enzymatic hydrolysis of 11 gave an aglycone 11a (C 10 H 18 O 2 , an amorphous powder, ½a 23 D ¼ À16 ) and D D-glucose, and the NMR spectra of 11a were identical with those of vicodiol first isolated from Vicoa indica (Vasanth et al, 1990). The position of the glucosyl unit was confirmed to be C-2 by the HMBC analysis (see Section 3).…”

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confidence: 75%