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Neoflavonoids are a class of polyphenolic compounds. While flavonoids (in the narrow sense) have the 2-phenylchromen-4-one backbone, neoflavonoids have the 4-phenylchromen backbone with no hydroxyl group substitution at position 2.

Types

Neoflavonoids include 4-arylcoumarins (neoflavones), 4-arylchromanes, dalbergiones and dalbergiquinols.

• Neoflavones are derived from the 4-phenylcoumarin (or 4-aryl-coumarin) backbone (C₁₅H₁₂O₂). The first neoflavone isolated from natural sources was calophyllolide from Calophyllum inophyllum seeds (1951). It is also found in the bark and timber of the plant Mesua thwaitesii, endemic to Sri Lanka.
• Neoflavenes possess the 4-phenylchromen backbone (C₁₅H₁₀O₂). Dalbergichromene, extracted from the stem-bark and heartwood of Dalbergia sissoo, is an example of such compounds

Other examples

• Coutareagenin (5-hydroxy-7-methoxy-4-(3,4-dihydroxyphenyl)-2H-benzo-1-pyran-2-on) found in Hintonia latiflora
• Dalbergin
• Nivetin isolated from Echinops niveus

See Also

• 3-Phenylcoumarin

References

1. ^ Ollis, W. D. (1966). "The neoflavanoids, a new class of natural products". Experientia. 22 (12): 777–783. doi:10.1007/BF01897407. PMID 5973205.
2. Nishimura, S.; Taki, M.; Takaishi, S.; Iijima, Y.; Akiyama, T. (2000). "Structures of 4-aryl-coumarin (neoflavone) dimers isolated from Pistacia chinensis BUNGE and their estrogen-like activity" (PDF). Chemical & Pharmaceutical Bulletin. 48 (4): 505–8. doi:10.1248/cpb.48.505. PMID 10783069.
3. Garazd, M. M.; Garazd, Ya. L.; Khilya, V. P. (2003). "Neoflavones. 1. Natural Distribution and Spectral and Biological Properties". Chemistry of Natural Compounds. 39: 54–121. doi:10.1023/A:1024140915526.
4. Bandaranayake, Wickramasinghe M. (1975). "Xanthones and 4-phenylcoumarins of Mesua thwaitesii". Phytochemistry. 14 (1): 265–269. Bibcode:1975PChem..14..265B. doi:10.1016/0031-9422(75)85052-7.
5. Mukerjee, S.K. (1971). "Dalbergichromene". Tetrahedron. 27 (4): 799–803. doi:10.1016/S0040-4020(01)92474-3.
6. Korec, R.; Heinz Sensch, K.; Zoukas, T. (2000). "Effects of the neoflavonoid coutareagenin, one of the antidiabetic active substances of Hintonia latiflora, on streptozotocin-induced diabetes mellitus in rats". Arzneimittel-Forschung. 50 (2): 122–8. PMID 10719614.
7. Singh, R.P.; Pandey, V.B. (1990). "Nivetin, a neoflavonoid from Echinops niveus". Phytochemistry. 29 (2): 680–681. Bibcode:1990PChem..29..680S. doi:10.1016/0031-9422(90)85148-9.

External links

The dictionary definition of neoflavonoid at Wiktionary

• Neoflavonoids