Bicoumol, a new bicoumarinyl, from ladino clover

Spencer, Roland R.; Witt, S. C.; Lundin, Robert E.; Bickoff, E. M.

doi:10.1021/jf60151a036

Cited by 21 publications

(9 citation statements)

References 3 publications

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“…Fraction 4 yielded bicoumol (10 mg, 0.00016%) on crystallization, identified by comparison of its physical and spectral properties (mp, mmp, uv, ir, *H nmr, ms) with those reported previously (24).…”

mentioning

confidence: 89%

Studies in the Thymelaeaceae, V. 2'-Hydroxyflavone from Daphnopsis sellowiana: Isolation and Synthesis

Bogáts¹,

Li²,

Cordell³

1988

J. Nat. Prod.

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mentioning

confidence: 89%

Studies in the Thymelaeaceae, V. 2'-Hydroxyflavone from Daphnopsis sellowiana: Isolation and Synthesis

Bogáts¹,

Li²,

Cordell³

1988

J. Nat. Prod.

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“…The compounds include two new diterpenes, (3R,12R)-dihydroxyent-8 (14),15-isopimaradien-18-al (11), and (À)-trans-9-acetyl-4,9 0 -di-O-methyl-3 0 -de-O-methyldehydrodiconiferyl alcohol (12), 7 together with, 7,7-dihydroxy-6,8 0 -bicoumarin (bicoumol) (13) and 3,4-dimethoxycinnamaldehyde ( 14). 8,9 These compounds were evaluated for cancer chemopreventive properties using an in vitro assay, which determines quinone reductase induction in murine Hepa1c1c7 hepatoma cells 10 and the inhibition of the transformation of murine epidermal JB6 cells. 11 Out of them, only 3,4-dimethoxycinnamaldehyde ( 14) showed significant activity, with a CD (concentration to double induction) value of 9.5 mg mL À1 (52.8 mM) (QR assay) and an IC 50 value of 2.3 mg mL À1 (12.8 mM) (JB6 assay), respectively.…”

Section: Natural Products With Anticancer Activitymentioning

confidence: 99%

Bioactive natural products derived from the East African flora

Magadula

Erasto

2009

Nat. Prod. Rep.

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“…However, some reward accompanies T. repens L. in food field, it is one of the momentous honey sources for beekeeping in the grassland of Yili area, and the Miao people in China grill white clover with rice wine embryo to get low‐grade rice wine which helps to clear away heat and urine orally and eliminate itching of skin and cure nameless swelling for external use (Jing, ). Furthermore, phytochemicals isolated from T. repens L., including flavonoids, isoflavonoids (Foo, Lu, Molan, & McNabb, ; Saxena & Jain, ), bicoumarins (Spencer, Witt, Lundin, & Bickoff, ), and triterpenoid saponins (Sakamoto, Kofuji, Kuroyanagi, & Sekita, ), have been extensively investigated. They have been reported to exhibit various bioactivities, such as estrogenic, antispasmodic, and expectorant properties (Leung & Foster, ).…”

Section: Introductionmentioning

confidence: 99%

Structural characterization and anti‐inflammatory activity evaluation of chemical constituents in the extract ofTrifolium repensL.

Chen

Wang

et al. 2019

J Food Biochem

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The chemical constituents in Trifolium repens L. were comprehensively studied by UPLC in this work, and a total number of 308 compounds were detected with 169 ones identified. The possible fragmentation pathways were proposed and fragmentation rules were summarized. On the basis of the concluded strategies, the characterized compounds could be classified into organic acids and their derivatives, alkaloids, amino acids, peptides, flavonoids, oligosaccharides, coumarins, and other types of compounds. This approach provided a rapid way for the identification of constituents in T. repens L., and even in other complex analytes. Among the separation and identification of the constituents, three compounds of great amount were isolated and characterized by NMR. The expression of iNOS and COX‐2 in LPS‐induced RAW 264.7 cells was suppressed by the pretreatment with three isolated constituents. The results implied they may potentially serve as a remedy for the therapy of inflammation. Practical applications This work provided a rapid method for the identification of the complex analyte, which could be used in TCM, natural food and so on. The summarized fragmentation rule could be applied for the analysis of several types of compounds, such as organic acids and their derivatives, alkaloids, amino acids and peptides, flavonoids, oligosaccharides, coumarins, and so on. Most of natural plants contain these kinds of compounds, so these rules could have wide applications. Except the phytochemical investigation, T. repens L. displayed anti‐inflammation activity according to the reported literature, and the three isolated constituents may potentially serve as a remedy for the therapy of inflammation referring to the result of this research.

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Bicoumol, a new bicoumarinyl, from ladino clover

Cited by 21 publications

References 3 publications

Studies in the Thymelaeaceae, V. 2'-Hydroxyflavone from Daphnopsis sellowiana: Isolation and Synthesis

Studies in the Thymelaeaceae, V. 2'-Hydroxyflavone from Daphnopsis sellowiana: Isolation and Synthesis

Bioactive natural products derived from the East African flora

Structural characterization and anti‐inflammatory activity evaluation of chemical constituents in the extract ofTrifolium repensL.

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