Triterpenoids of Cnidosculus urens

Bhattacharyya, Jnanabrata; Barros, Cymone B.

doi:10.1016/s0031-9422(00)94550-3

Cited by 50 publications

(29 citation statements)

References 3 publications

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“…Analysis of 13 C-NMR data and the use of the Olea et al 12 methodology led to the confirmation of the triterpene series as cycloartene (3) 13 , lupene (4, 5), ursene (6, 8) and oleanene (7). [14][15][16] The main peaks observed in the mass spectra are compatible with those fragment ions expected for triterpene units.…”

Section: Resultssupporting

confidence: 67%

Chemical Constituents from Himatanthus articulata

Barreto¹,

Carvalho²,

Nery³

et al. 1998

J. Braz. Chem. Soc.

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Section: Resultssupporting

confidence: 67%

Chemical Constituents from Himatanthus articulata

Barreto¹,

Carvalho²,

Nery³

et al. 1998

J. Braz. Chem. Soc.

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“…Preliminary experimental NMR data signaled the presence of one ursane and three lupane triterpenoids. Further analysis, and comparison with literature data, 14) confirmed the presence of a-amyrin cinnamate (2), 15) and the acetate (3), 16) cinnamate (4), 17) and b-phenyl propionate (5) ported in the literature, we have appended them in Table 1. Compound 3 has been associated with various biological activities, 19) including significant inhibition of tumor growth induced by both, tumor initiators and tumor promoters.…”

Section: Resultssupporting

confidence: 59%

A Bioactive Spirolactone Iridoid and Triterpenoids from Himatanthus sucuuba.

Wood

Lee

Vaisberg

et al. 2001

CHEMICAL & PHARMACEUTICAL BULLETIN

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Himatanthus sucuuba, SPRUCE (M. ARG.) WOODSON (Apocynaceae) ("Bellaco-Caspi"), a tree from the Amazon rain forest, has received much attention in the literature for the treatment of various ailments, although the ethnobotanical information is somewhat contradictory. For example, in Perú, an infusion from the stem bark has been used as wound-healing agent, for the treatment of tumors, boils and swellings, against arthritis, as a vermifuge laxative, 1) and as hallucinogen.2) In Brazil, on the other hand, the dried bark is alleged to have anti-ulcer and aphrodisiac activities whereas the latex is used as an antitumor agent.3) The Caboclos in the Amazon use the dried stem bark for its analgesic and anti-tussive activities. 4) In Colombia, the root is said to be very poisonous. 5)The toxicity of the reproductive system and teratogenic potential of the stem bark have been investigated. 6) Recently, two lichen depsides found in the bark of H. sucuuba, have shown inhibition against monoamine oxidase-B.7) The in vivo cicatrizant activity of H. sucuuba has been investigated by our group. Although, in an initial experiment, an extract of the bark of H. sucuuba showed significant cicatrizant activity, this result could not be reproduced in subsequent runs.8) An acute toxicity screening-after i.p. administration of 0.1 to 1 mg of extract per gram of mouse weight-determined that H. sucuuba was non-toxic in this range.As part of our systematic search for potential anti-cancer agents from plants, 9) an extract of the bark of H. sucuuba underwent a mechanism-based bioassay fractionation. Our assay uses engineered yeasts which lack the RAD52 DNA repair pathway, one of the three major DNA repair pathways that have been defined in yeast, and may also lack the gene for topoisomerase I.10) An extract which inhibits these yeast mutants to a greater extent than it inhibits the wild-type strain RS188N is thus expected to contain agents which induce DNA damage. Results and DiscussionThe ethanolic extract of the bark of H. sucuuba [IC 12 ϭ 4000 mg/ml (RS321)] was partitioned between hexane and 80% aq. methanol, resulting in enhanced activity in the latter fraction. Further partitioning (60% aq. methanol/CH 2 Cl 2 ) concentrated the activity in the dichloromethane fraction (IC 12 ϭ380 mg/ml). Chromatographic purification of this fraction led to the isolation of a known iridoid lactone, plumericin (1), 11) responsible for the DNA damaging activity of the extract. The activity observed was relatively weak, with an IC 12 value of 70 mg/ml for the RS321 yeast strain. For comparison purposes, the known active agent streptonigrin 12) has an IC 12 value of 0.65 mg/ml against RS321. Compound 1 is a known antifungal which has been isolated previously from H. sucuuba 7) and other Himatanthus species.13)The non-polar (hexane) fraction was investigated for its in vitro differential cytotoxic activity using various cancer cell lines (H460, ME180, DU145, MCF-7, HT29). The resulting 50% growth inhibition (GI 50 ) values were greater than the control (BA...

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“…The spectrum displayed two singlets at δ 4.74 and δ 4.61 (1H each) assignable to protons at C-29. A multiplet of one proton intensity at δ (Aratanechemuge et al, 2004;Bhattacharyya and Barros, 1985) as well as by co-TLC with authentic sample established its identity as lupeol.…”

Section: Resultsmentioning

confidence: 88%