1984
DOI: 10.1016/s0031-9422(00)80326-x
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Terpenoid and biflavonoid constituents of Calophyllum calaba and Garcinia spicata from Sri Lanka

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Cited by 38 publications
(27 citation statements)
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“…The location of the two hydroxy groups at C-2 and C-28 on the friedelane skeleton comes from correlations observed with the methine and methylene protons at d 3.78 (1H, t, Jϭ3.2 Hz) and 3.42 (2H, br s), respectively, on the HMBC spectrum of 1 (Table 1). This was further confirmed by the mass spectrum fragmentation pattern and by comparison of 13 C-NMR chemical shifts of 1 with those of canophyllol, 17) which shares with 1 identical BCDE ring moieties. The stereochemistry at C-2 was elucidated by the analysis of the ROESY NMR data.…”
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confidence: 56%
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“…The location of the two hydroxy groups at C-2 and C-28 on the friedelane skeleton comes from correlations observed with the methine and methylene protons at d 3.78 (1H, t, Jϭ3.2 Hz) and 3.42 (2H, br s), respectively, on the HMBC spectrum of 1 (Table 1). This was further confirmed by the mass spectrum fragmentation pattern and by comparison of 13 C-NMR chemical shifts of 1 with those of canophyllol, 17) which shares with 1 identical BCDE ring moieties. The stereochemistry at C-2 was elucidated by the analysis of the ROESY NMR data.…”
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confidence: 56%
“…These 1 H-and 13 C-NMR data suggested a triterpene skeleton for 1. The presence in the MS spectrum of 1 of characteristic fragments with m/z 317, 289, 203, 151 and 109 were in accord with a friedelane type triterpene, 23,24) with the carbonyl and one hydroxy group in the ring A or B and the second in the ring E. Higher plant triterpenoids being derived from oxidosqualene cyclization, 25,26) an oxygenated function has been assigned to C-3.…”
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confidence: 82%
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“…The family Clusiaceae is well known for the production of various phenolic compounds such as anthraquinones, xanthones, coumarins, biflavonoids, and anthrone derivatives (Gunatilaka et al, 1984;Iinuma et al, 1995;Ritchie & Taylor, 1964) which are known to exhibit antimicrobial activities (Kitanov & Blinova, 1987;Rabanal et al, 2002). The ability of the extracts of this plant to inhibit the growth of several bacteria and fungi is an indication of the broad-spectrum antimicrobial potential that further validates the use of this plant for the treatment of various ailments in Africa.…”
Section: Discussionmentioning
confidence: 95%
“…The UV data (l max 371, 314, 301, 277 nm) suggested the presence of a pyranochromanone moiety, which is common to chapelieric acid [11], isocalolongic acid [12], and other oxo-pyranochroman-carboxylic acids. The IR absorptions at ñ max 3433 and 1706 cm À1 indicated OH and CO groups, respectively.…”
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confidence: 99%