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A new synthesis of a potent cancer chemopreventive agent, 13-oxo-15,16-dinorlabda-8(17),11E-dien-19-oic acid from trans-communic acid.
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The first synthesis of a labdane diterpenoid, (-)-13-oxo-15,16-dinorlabda-8(17),11E-dien-19-oic acid [(-)-1a], isolated from the stem bark of Thuja standishii (GORD.) CARR., from the major component trans-communic acid (3a) is described.
The natural phytochemical trans-communic acid inhibits cellular senescence and pigmentation through FoxO3a activation.
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Aging is characterized by the accumulation of chronic and irreversible oxidative damage, chronic inflammation, and organ dysfunction. To attenuate these aging-related changes, various natural phytochemicals are often applied. Trans-communic acid (TCA), an active component of brown pine leaf extract,
1,4a-Dimethyl-6-methyl-ene-5-(5,5,6,6-tetra-cyano-2-methyl-cyclo-hex-2-enylmeth-yl)deca-hydro-naphthalene-1-carboxylic acid: a trans-communic acid derivative.
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In the search for cancer chemopreventive agents, we have studied the Diels-Alder reaction of trans-communic acid with tetra-cyano-ethyl-ene in the presence of SiO(2) as catalyst. The title cycloadduct, C(26)H(30)N(4)O(2), was obtained in 75% yield. The mol-ecules are arranged in pairs through O-H⋯O
Anti-tumor promoting diterpenes from the stem bark of Thuja standishii (Cupressaceae).
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Three new labdane-type diterpenoids, labda-8(17),13-dien-15,12R-olid-19-oic acid (1), 12S-hydroxylabda-8(17),13(16),14-trien-19-oic acid (2) and 13-ethoxylabda-8(17),11,14-trien-19-oic acid (3), along with known diterpenoids, trans-communic acid (4), totarol (5), 12-methoxyabieta-8,11,13-trien-11-ol
Novel merosesquiterpene exerts a potent antitumor activity against breast cancer cells in vitro and in vivo.
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This article describes the antitumor properties of a new family of merosesquiterpenes, which were synthesized by Diels-Alder cycloaddition of the labdane diene trans-communic acid, highly abundant in Cupressus sempervirens, or its methyl ester, with the appropriate dienophile. These compounds
A new lignan glycoside from Juniperus rigida.
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A new lignan glycoside, named juniperigiside (1) was isolated from the CHCl(3) soluble fraction of the MeOH extract of stems and leaves of Juniperus rigida S.et Z. Compound 1 was identified by 1D- and 2D-NMR spectroscopy as well as CD analysis as
First enantiospecific syntheses of marine merosesquiterpenes neopetrosiquinones a and B: evaluation of biological activity.
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The first enantiospecific syntheses of neopetrosiquinones A (6) and B (7), two merosesquiterpenes isolated from the deep-water sponge Neopetrosia cf. proxima, from the labdane diterpene trans-communic acid (10) have been achieved. A key step of the synthetic sequence is the simultaneous
Potential antitumor-promoting diterpenes from the cones of Pinus luchuensis.
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A new nor-labdane-type diterpene, 15-nor-labda-8(17),12E-dien-13,19-dienoic acid (1), along with five known diterpenes, 15-nor-14-oxolabda-8(17),12E-dien-19-oic acid (2), trans-communic acid (3), sandaracopimaric acid (4), dehydroabietic acid (5), and abieta-8,11,13-triene-15,18-diol (6), was
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