The diarylheptanoids (also known as diphenylheptanoids) are a relatively small class of plant secondary metabolites. Diarylheptanoids consist of two aromatic rings (aryl groups) joined by a seven carbons chain (heptane) and having various substituents.[1] They can be classified into linear (curcuminoids) and cyclic diarylheptanoids. The best known member is curcumin, which is isolated from turmeric (Curcuma longa) and is known as food coloring E100. Some other Curcuma species, such as Curcuma comosa also produce diarylheptanoids.
Cyclic diarylheptanoids formed from myricanone can be isolated from the bark of Myrica rubra (Myricaceae).[4] Two cyclic diarylheptanoids, named ostryopsitrienol and ostryopsitriol, can be isolated from the stems of endemic Chinese medicinal plant Ostryopsis nobilis (Betulaceae).[5] Acerogenin M can be found in Acer nikoense (Sapindaceae).[6] Jugcathayenoside and (+)-galeon can be found in the root bark of Juglans cathayensis (Juglandaceae).[7]
Health effects
The antioxidant activity of diarylheptanoids isolated from rhizomes of Etlingera elatior (Zingiberaceae) is greater than that of α-tocopherol.[8]
References
^Brahmachari, Goutam (2013-02-20). Chemistry and Pharmacology of Naturally Occurring Bioactive Compounds. CRC Press. pp. 285–. ISBN9781439891674. Retrieved 5 July 2013.
^Hölscher, Dirk; Schneider, Bernd (1995). "A diarylheptanoid intermediate in the biosynthesis of phenylphenalenones in Anigozanthos preissii". Journal of the Chemical Society, Chemical Communications (5): 525–526. doi:10.1039/C39950000525.
^Brand, S; Hölscher, D; Schierhorn, A; Svatos, A; Schröder, J; Schneider, B (2006). "A type III polyketide synthase from Wachendorfia thyrsiflora and its role in diarylheptanoid and phenylphenalenone biosynthesis". Planta. 224 (2): 413–428. doi:10.1007/s00425-006-0228-x. PMID 16496097.
^Akazawa, H; Fujita, Y; Banno, N; Watanabe, K; Kimura, Y; Manosroi, A; Manosroi, J; Akihisa, T (2010). "Three new cyclic diarylheptanoids and other phenolic compounds from the bark of Myrica rubra and their melanogenesis inhibitory and radical scavenging activities". Journal of Oleo Science. 59 (4): 213–221. doi:10.5650/jos.59.213. PMID 20299768.
^Zhang, Yan-Xia; Xia, Bing; Zhou, Yan; Ding, Li-Sheng; Peng, Shu-Lin (2013). "Two new cyclic diarylheptanoids from the stems of Ostryopsis nobilis". Chinese Chemical Letters. 24 (6): 512–514. doi:10.1016/j.cclet.2013.03.035.
^Akihisa, T; Taguchi, Y; Yasukawa, K; Tokuda, H; Akazawa, H; Suzuki, T; Kimura, Y (2006). "Acerogenin M, a cyclic diarylheptanoid, and other phenolic compounds from Acer nikoense and their anti-inflammatory and anti-tumor-promoting effects". Chemical & Pharmaceutical Bulletin. 54 (5): 735–739. doi:10.1248/cpb.54.735. PMID 16651781.
^Li, Juan; Sun, Jia-Xiang; Yu, Heng-Yi; Chen, Zu-Yu; Zhao, Xiao-Ya; Ruan, Han-Li (2013). "Diarylheptanoids from the root bark of Juglans cathayensis". Chinese Chemical Letters. 24 (6): 521–523. doi:10.1016/j.cclet.2013.03.050.
Stilbenoid, diarylheptanoid and gingerol biosynthesis pathway at genome.jp
"Diarylheptanoids". National Center for Biotechnology Information. Retrieved 3 July 2013.
March 30, 2023
diarylheptanoid, diarylheptanoids, also, known, diphenylheptanoids, relatively, small, class, plant, secondary, metabolites, consist, aromatic, rings, aryl, groups, joined, seven, carbons, chain, heptane, having, various, substituents, they, classified, into, . The diarylheptanoids also known as diphenylheptanoids are a relatively small class of plant secondary metabolites Diarylheptanoids consist of two aromatic rings aryl groups joined by a seven carbons chain heptane and having various substituents 1 They can be classified into linear curcuminoids and cyclic diarylheptanoids The best known member is curcumin which is isolated from turmeric Curcuma longa and is known as food coloring E100 Some other Curcuma species such as Curcuma comosa also produce diarylheptanoids Curcumin a linear diarylheptanoid They have been reported from plants in 10 different families e g Betulaceae and Zingiberaceae A diarylheptanoid is an intermediate in the biosynthesis of phenylphenalenones in Anigozanthos preissii 2 or Wachendorfia thyrsiflora Haemodoraceae 3 Contents 1 Cyclic diarylheptanoids 2 Health effects 3 References 4 External linksCyclic diarylheptanoids Edit Myricanone a cyclic diarylheptanoid Cyclic diarylheptanoids formed from myricanone can be isolated from the bark of Myrica rubra Myricaceae 4 Two cyclic diarylheptanoids named ostryopsitrienol and ostryopsitriol can be isolated from the stems of endemic Chinese medicinal plant Ostryopsis nobilis Betulaceae 5 Acerogenin M can be found in Acer nikoense Sapindaceae 6 Jugcathayenoside and galeon can be found in the root bark of Juglans cathayensis Juglandaceae 7 Health effects EditThe antioxidant activity of diarylheptanoids isolated from rhizomes of Etlingera elatior Zingiberaceae is greater than that of a tocopherol 8 References Edit Brahmachari Goutam 2013 02 20 Chemistry and Pharmacology of Naturally Occurring Bioactive Compounds CRC Press pp 285 ISBN 9781439891674 Retrieved 5 July 2013 Holscher Dirk Schneider Bernd 1995 A diarylheptanoid intermediate in the biosynthesis of phenylphenalenones in Anigozanthos preissii Journal of the Chemical Society Chemical Communications 5 525 526 doi 10 1039 C39950000525 Brand S Holscher D Schierhorn A Svatos A Schroder J Schneider B 2006 A type III polyketide synthase from Wachendorfia thyrsiflora and its role in diarylheptanoid and phenylphenalenone biosynthesis Planta 224 2 413 428 doi 10 1007 s00425 006 0228 x PMID 16496097 Akazawa H Fujita Y Banno N Watanabe K Kimura Y Manosroi A Manosroi J Akihisa T 2010 Three new cyclic diarylheptanoids and other phenolic compounds from the bark of Myrica rubra and their melanogenesis inhibitory and radical scavenging activities Journal of Oleo Science 59 4 213 221 doi 10 5650 jos 59 213 PMID 20299768 Zhang Yan Xia Xia Bing Zhou Yan Ding Li Sheng Peng Shu Lin 2013 Two new cyclic diarylheptanoids from the stems of Ostryopsis nobilis Chinese Chemical Letters 24 6 512 514 doi 10 1016 j cclet 2013 03 035 Akihisa T Taguchi Y Yasukawa K Tokuda H Akazawa H Suzuki T Kimura Y 2006 Acerogenin M a cyclic diarylheptanoid and other phenolic compounds from Acer nikoense and their anti inflammatory and anti tumor promoting effects Chemical amp Pharmaceutical Bulletin 54 5 735 739 doi 10 1248 cpb 54 735 PMID 16651781 Li Juan Sun Jia Xiang Yu Heng Yi Chen Zu Yu Zhao Xiao Ya Ruan Han Li 2013 Diarylheptanoids from the root bark of Juglans cathayensis Chinese Chemical Letters 24 6 521 523 doi 10 1016 j cclet 2013 03 050 Mohamad Habsah Lajis Nordin H Abas Faridah Ali Abdul Manaf Sukari Mohamad Aspollah Kikuzaki Hiroe Nakatani Nobuji 2005 Antioxidative constituents of Etlingera elatior Journal of Natural Products 68 2 285 288 doi 10 1021 np040098l PMID 15730265 External links EditStilbenoid diarylheptanoid and gingerol biosynthesis pathway at genome jp Diarylheptanoids National Center for Biotechnology Information Retrieved 3 July 2013 Retrieved from https en wikipedia org w index php title Diarylheptanoid amp oldid 950953395, wikipedia, wiki, book, books, library,
