- A HIGHLY EFFICIENT PREPARATION OF LUNULARIC ACID AND SOME BIOLOGICAL ACTIVITIES OF STILBENE AND DIHYDROSTILBENE DERIVATIVES
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Lunularic acid, an acid possessing dormancy inducing, antifungal, thromboxane synthetase and hyaluronidase inhibitory and plant growth inhibitory activities, was obtained quantitatively from hydrangenol by reduction using sodium borohydride-palladium chloride.Some stilbene and dihydrostilbene derivatives prepared from hydrangenol and its glucoside also showed plant growth inhibitory, hyaluronidase inhibitory and piscicidal activities.Key Word Index - Lunularic acid; dihydrostilbenes; stilbenes; hydrangenol; dihydroisocoumarin; sodium borohydide-palladium chloride reduction; dormancy; plant growth inhibitory activity; piscicidal activity; hyaluronidase inhibitory activity.
- Hashimoto, Toshihiro,Tori, Motoo,Asakawa, Yoshinori
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- Valuable building block for the synthesis of lunularic acid, hydrangeic acid and their analogues
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A new functionalised sulphone-based building block has been synthesised that enabled C-C bond formation through Julia olefination. The utility of developed building block was demonstrated by successful synthesis of two natural products lunularic acid, hydrangeic acid and initial libraries of their analogues.
- Mukkamala, Ramesh,Hossain, Asik,Singh Aidhen, Indrapal
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p. 1085 - 1090
(2017/01/28)
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- Molecular design of anti-MRSA agents based on the anacardic acid scaffold
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A series of anacardic acid analogues possessing different side chains viz. phenolic, branched, and alicyclic were synthesized and their antibacterial activity tested against methicillin-resistant Staphylococcus aureus (MRSA). The maximum activity against
- Green, Ivan R.,Tocoli, Felismino E.,Lee, Sang Hwa,Nihei, Ken-ichi,Kubo, Isao
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p. 6236 - 6241
(2008/04/05)
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- Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks
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By treatment with s-BuLi/TMEDA at -78 °C, unprotected 2-methoxybenzoic acid is deprotonated exclusively in the position ortho to the carboxylate. A reversal of regioselectivity is observed when the acid is treated with n-BuLi/t-BuOK. These results are of general utility for the one-pot preparation of a variety of very simple 3- and 6-substituted 2-methoxybenzoic acids that are not easily accessible by conventional means. The potential usefulness of the method is demonstrated by the expedient synthesis of lunularic acid.
- Nguyen, Thi-Huu,Castanet, Anne-Sophie,Mortier, Jacques
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p. 765 - 768
(2007/10/03)
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- Compositions containing hypotriglyceridemically active stilbenoids
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The use of isolated or purified stilbenoid compounds including longistyline A-2-carboxylic acid as a dietary supplement to mammals suffering from elevated triglyceride levels is described. The invention also relates to the use of such stibenoid compounds in combination with other hypotriglyceridemic agents.
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- Ethynylation of aryl halides by a modified Suzuki reaction: Application to the syntheses of combretastatin A-4, A-5 and lunularic acid
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On treatment with trimethyl borate sodium acetylide undergoes a palladium-catalyzed cross coupling with functionalized aryl halides or triflates in reasonable to good yields. The ethynylarenes thus obtained serve as building blocks for the formation of the highly effective tubulin polymerization inhibitors combretastatin A-4 (1) and A-5 (2) as well as for the synthesis of the plant-growth regulator lunularic acid (36). VCH Verlagsgesellschaft mbH, 1996.
- Fuerstner, Alois,Nikolakis, Katharina
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p. 2107 - 2113
(2007/10/03)
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