- New hydrophosphoryl compounds derived from ent-16-oxobeyeran-19-oic acid
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A number of 16-hydroxy derivatives were obtained from ent-16-oxobeyeran-19- oic acid, O-phosphorylation of which with subsequent hydrolysis led to the corresponding hydrophosphoryl compounds. Their diastereomeric composition was studied.
- Mamedova,Nikitina,Alfonsov
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- Diversity-Oriented Library Synthesis from Steviol and Isosteviol-Derived Scaffolds
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The readily available natural product stevioside provides a unique diterpene core structure that can be explored for small molecule library development by diversity-oriented synthesis and functional group transformations. Validation arrays were prepared from steviol, isosteviol, and related analogues, derived from stevioside, to produce over 90 compounds. These compounds were submitted to the NIH Molecular Libraries Small Molecule Repository for screening in the Molecular Libraries Screening Center Network. Micromolar hits were identified in multiple high-throughput assays for several library members. A cheminformatics analysis of the compounds was performed that verified the expected diversity and complexity of this set of compounds. The screening results indicate that scaffolds-derived natural products can provide screening hits against multiple target proteins.
- Georg, Gunda I.,Holth, Trinh A. D.,Hutt, Oliver E.,Walters, Michael A.
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- Chemistry and structure of diterpene compounds of the kaurane series: IV. Acylation of reduction products of the isosteviol keto group
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Acetylation with acetic anhydride of (4α,8β,13β)-16-hydroxy-13-methyl-17-norkaurane-18-carboxylic acid and its methyl ester, obtained by reduction of isosteviol and (4α,8β,13β)-18-methoxycarbonyl-13-methyl-16-oxo-17-norkaurane, respectively, gives rise to
- Al'fonsov,Bakaleinik,Gubaidullin,Kataev,Kovylyaeva,Konovalov,Litvinov,Strobykina,Andreeva,Korochkina
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p. 1144 - 1148
(2007/10/03)
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- Design and synthesis of an α-mannosyl terpenoid as selective inhibitor of P-selectin
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In an effort to develop the structural and functional mimics of the tetrasaccharide sialyl Lewis x as selective inhibitors of P-selectin, we have designed a mannosyl terpenoid derivative that selectively inhibits P-selectin within an IC50 value of 60 μM, but exhibits no inhibition activity against E- and L-selectins.
- Ikeda, Tsuyoshi,Kajimoto, Tetsuya,Kondo, Hirosato,Wong, Chi-Huey
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p. 2485 - 2490
(2007/10/03)
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- THE BIOTRANSFORMATION OF SOME ENT-BEYERAN-19-OIC ACIDS BY GIBBERELLA FUJIKUROI
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The biotransformation of isostevic acid (ent-beyeran-19-oic acid), ent-16β-hydroxybeyeran-19-oic acid, and ent-16β-hydroxy-16α-methylbeyeran-19-oic acid by Gibberella fujikuroi has been shown to give ring A desoxybeyergibberellin abalogues of GA9, GA12 and GA25.The ent-16β-hydroxybeyeran-19-oic acid also gave some hydroxylated beyeranes and the 7β-hydroxybeyeranolide. Key words: Gibberella fujikuroi; diterpenoid; beyeran-19-oic acids; gibberellins; biotransformation.
- Ali, Mohammad Shaiq,Hanson, James R.,Oliveira, Bras H. de
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p. 507 - 510
(2007/10/02)
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