Neoflavonoid

Neoflavonoidi su klasa polifenolnih jedinjenja^[1]. Flavonoidi (u užem smislu) imaju 2-fenilhromen-4-on osnovu, dok neoflavonoidi imaju 4-fenilhromensku osnovu bez hidroksilne supstitucije u poziciji 2.

Tipovi

Hemijska struktura 4-fenilkumarina (neoflavonska osnova).

Neoflavonoidi obuhvataju 4-arilkumarin (neoflavon), 4-arilhroman, dalbergion i dalbergihinol.

Neoflavoni^[2] su izvedeni iz 4-fenilkumarinske (ili 4-Aril-kumarinske) osnove (C₁₅H₁₂O₂, molarna masa : 224.25 g/mol)^[3]. Prvi neoflavon je izolovan iz prirodnih izvora 1951. To je bio kalofilolid iz Calophyllum inophyllum semena^[4].

Neoflaveni poseduju 4-fenilhromensku osnovu (hemijska formula: C₁₅H₁₀O₂, masa: 222.068). Dalbergihromen, koji je ekstrahovan iz drveta Dalbergia sissoo je primer takvog jedinjenja.^[5]

Reference

^ Ollis, W. D. (1996). „The neoflavanoids, a new class of natural products”. Cellular and Molecular Life Sciences. 22 (12): 777—783. PMID 5973205. doi:10.1007/BF01897407.
^ Iinuma, Munekazu; Tanaka, Toshiyuki; Hamada, Koji; Mizuno, Mizuo; Asai, Fujio; Reher, Gesa; Kraus, Ljubomir (1987). „Revised structure of neoflavone in Coutarea hexandra”. Phytochemistry. 26 (11): 3096—3097. Bibcode:1987PChem..26.3096I. doi:10.1016/S0031-9422(00)84609-9.
^ Structures of 4-Aryl-coumarin (Neoflavone) Dimers Isolated from Pistacia chinensis BUNGE and Their Estrogen-like Activity. Satoshi NISHIMURA, Motohiko TAKI, Sachiko TAKAISHI, Yasuteru IIJIMA and Toshiyuki AKIYAMA, Chem. Pharm. Bull. 48(4) 505—508 (2000)
^ Garazd, M. M.; Garazd, Ya. L.; Khilya, V. P. (2003). „Neoflavones. 1. Natural Distribution and Spectral and Biological Properties”. Chemistry of Natural Compounds. 39 (1): 54—121. doi:10.1023/A:1024140915526.
^ Mukerjee, S.K.; Saroja, T.; Seshadri, T.R. (1971). „Dalbergichromene”. Tetrahedron. 27 (4): 799—803. doi:10.1016/S0040-4020(01)92474-3.

[1] Ollis, W. D. (1996). „The neoflavanoids, a new class of natural products”. Cellular and Molecular Life Sciences. 22 (12): 777—783. PMID 5973205. doi:10.1007/BF01897407.

[2] Iinuma, Munekazu; Tanaka, Toshiyuki; Hamada, Koji; Mizuno, Mizuo; Asai, Fujio; Reher, Gesa; Kraus, Ljubomir (1987). „Revised structure of neoflavone in Coutarea hexandra”. Phytochemistry. 26 (11): 3096—3097. Bibcode:1987PChem..26.3096I. doi:10.1016/S0031-9422(00)84609-9.

[3] Structures of 4-Aryl-coumarin (Neoflavone) Dimers Isolated from Pistacia chinensis BUNGE and Their Estrogen-like Activity. Satoshi NISHIMURA, Motohiko TAKI, Sachiko TAKAISHI, Yasuteru IIJIMA and Toshiyuki AKIYAMA, Chem. Pharm. Bull. 48(4) 505—508 (2000)

[4] Garazd, M. M.; Garazd, Ya. L.; Khilya, V. P. (2003). „Neoflavones. 1. Natural Distribution and Spectral and Biological Properties”. Chemistry of Natural Compounds. 39 (1): 54—121. doi:10.1023/A:1024140915526.

[5] Mukerjee, S.K.; Saroja, T.; Seshadri, T.R. (1971). „Dalbergichromene”. Tetrahedron. 27 (4): 799—803. doi:10.1016/S0040-4020(01)92474-3.

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