Neoflavonoid

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Structure of the neoflavonoids backbone (neoflavan represented) Neoflavonoid.PNG
Structure of the neoflavonoids backbone (neoflavan represented)

Neoflavonoids are a class of polyphenolic compounds. [1] 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.

Contents

Types

Chemical structure of 4-phenylcoumarin (neoflavone backbone). 4-phenylcoumarin.svg
Chemical structure of 4-phenylcoumarin (neoflavone backbone).

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

Other examples

Related Research Articles

Umbelliferone Chemical compound

Umbelliferone, also known as 7-hydroxycoumarin, hydrangine, skimmetine, and beta-umbelliferone, is a natural product of the coumarin family.

Xanthone Chemical compound

Xanthone is an organic compound with the molecular formula O[C6H4]2CO. It is a white solid.

Denitrobacterium is a genus of Actinomycetota with a single species, in the family Coriobacteriaceae. Originally isolated from the bovine rumen, Denitrobacterium are non-motile and non-spore forming. The only described species in this genus is Denitrobacterium detoxificans. The specific niche of this bacterium in the bovine rumen is theorized to be the detoxification/metabolism of nitrotoxins and miserotoxin.

Phenanthrenoid

Phenanthrenoids are chemical compounds formed with a phenanthrene backbone. These compounds occur naturally in plants, although they can also be synthesized.

Chromone Chemical compound

Chromone is a derivative of benzopyran with a substituted keto group on the pyran ring. It is an isomer of coumarin.

Malvin Chemical compound

Malvin is a naturally occurring chemical of the anthocyanin family.

Plumbagin Chemical compound

Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula C
11
H
8
O
3
. It is regarded as a toxin and it is genotoxic and mutagenic.

Catalpol Chemical compound

Catalpol is an iridoid glucoside. This natural product falls in the class of iridoid glycosides, which are simply monoterpenes with a glucose molecule attached.

Prodelphinidin is a name for the polymeric tannins composed of gallocatechin. It yields delphinidin during depolymerisation under oxidative conditions.

Aromadendrin Chemical compound

Aromadendrin is a flavanonol, a type of flavonoid. It can be found in the wood of Pinus sibirica.

Prenylflavonoid

Prenylated flavonoids or prenylflavonoids are a sub-class of flavonoids. They are widely distributed throughout the plant kingdom. Some are known to have phytoestrogenic or antioxidant properties. They are given in the list of adaptogens in herbalism. Chemically they have a prenyl group attached to their flavonoid backbone. It is usually assumed that the addition of hydrophobic prenyl groups facilitate attachment to cell membranes. Prenylation may increase the potential activity of its original flavonoid.

Ergosterol peroxide Chemical compound

Ergosterol peroxide (5α,8α-epidioxy-22E-ergosta-6,22-dien-3β-ol) is a steroid derivative. It has been isolated from a variety of fungi, yeast, lichens and sponges, and has been reported to exhibit immunosuppressive, anti-inflammatory, antiviral, trypanocidal and antitumor activities in vitro.

Echinops niveus is a species in the genus Echinops or globe thistles. It is native to the Indian subcontinent: Himachal Pradesh, Jammu and Kashmir, Uttar Pradesh, Nepal.

Barbigerone Chemical compound

Barbigerone is one of a few pyranoisoflavones among several groups of isoflavones. It was first isolated from the seed of a leguminous plant Tephrosia barbigera; hence the name "barbigerone". Members of the genus Millettia are now known to be rich in barbigerone, including M. dielsiena, M. ferruginea, M. usaramensis, and M. pachycarpa. It has also been isolated from the medicinal plant Sarcolobus globosus. Barbigerone from S. globosus is validated to have significant antioxidant property. Barbigerone exhibits profound antiplasmodial activity against the malarial parasite Plasmodium falciparum. It is also demonstrated that it has anti-cancer potential as it causes apoptosis of murine lung-cancer cells.

Xanthonoid Class of phenolic chemical compounds

A xanthonoid is a chemical natural phenolic compound formed from the xanthone backbone. Many members of the Clusiaceae contain xanthonoids.

Pterocarpan

Pterocarpans are derivatives of isoflavonoids found in the family Fabaceae. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes which can be formed by coupling of the B ring to the 4-one position.

Pomegranate ellagitannin Ellagitannins found in the pomegranate fruit

The pomegranate ellagitannins, which include punicalagin isomers, are ellagitannins found in the sarcotestas, rind (peel), bark or heartwood of pomegranates.

<i>Combretum paniculatum</i> Species of flowering plant

Combretum paniculatum, the burning bush or forest flame-creeper, is a plant species in the genus Combretum found in Africa. The fruit is a samara, i.e. a winged seed.

Oligostilbenoid

Oligostilbenoids are oligomeric forms of stilbenoids. Some molecules are large enough to be considered polyphenols and constitute a class of tannins.

Mesua thwaitesii, is a plant species in the family Calophyllaceae. It is endemic to Sri Lanka, where Sinhalese people called "Diya Nā - දිය නා". The plant is highly valuable as a medicinal plant within the country.

References

  1. 1 2 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: 265–269. 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.[ dead link ]
  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. doi:10.1016/0031-9422(90)85148-9.[ dead link ]


Wiktionary-logo-en-v2.svg The dictionary definition of neoflavonoid at Wiktionary