Corchorifatty acid F
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| IUPAC name
(10E,15Z)-9,12,13-trihydroxy-10,15-octadecadienoic acid
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| Other names
Fulgidic acid
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C16H26O2 | |
| Molar mass | 250.382 g·mol−1 |
| Density | 1.1 g/cm³ |
| Boiling point | 545 °C (1,013 °F; 818 K) |
| Hazards | |
| Flash point | 297.4 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Corchorifatty acid F is a naturally occurring fatty acid derivative isolated from plants of the Corchorus genus, particularly Corchorus olitorius (jute mallow) and related species.[1] The compound belongs to a class of bioactive lipids that exhibit potential pharmacological properties, including anti-inflammatory and antioxidant effects. The compound is also a derivative of linoleic acid, an omega-6 fatty acid with two double bonds at the 9th and 12th positions.[2] Corchorifatty acid F has three additional hydroxyl groups at positions 9, 12, and 13.[3]
Natural occurrence
This fatty acid is primarily found in the leaves and stems of Corchorus species, which are traditionally used in culinary and medicinal applications across Africa, Asia, and the Middle East. The compound is typically extracted using organic solvents and purified via chromatographic techniques.
It was first isolated in 1985 by Werner Herz and Palaniappan Kulanthaivel from the plant Rudbeckia fulgida.[4][5] The common name fulgidic acid is derived from the species name. The compound has also been isolated from rhizomes of Serrana rodona and Cyperus rotundus, used in traditional Chinese medicine for the treatment of various diseases, and from the roots of Codonopsis pilosula.
Uses
Due to its possible health benefits, the compound is being investigated for use in nutraceuticals, functional foods, and pharmaceutical formulations. However, clinical studies are required to validate its efficacy and safety in humans.[6]
References
- ^ Yoshikawa, Masayuki; Murakami, Toshiyuki; Shimada, Hiromi; Yoshizumi, Satoshi; Saka, Masami; Yamahara, Johji; Matsuda, Hisashi (1998). "Medicinal Foodstuffs. XIV. On the Bioactive Constituents of Moroheiya. (2) : New Fatty Acids, Corchorifatty Acids A, B, C, D, E, and F, from the Leaves of Corchorus olitorius L. (Tiliaceae) : Structures and Inhibitory Effect on NO Production in Mouse Peritoneal Macrophages". Chemical & Pharmaceutical Bulletin. 46 (6): 1008–1014. doi:10.1248/cpb.46.1008. PMID 9658577. Retrieved 9 June 2025.
- ^ "Human Metabolome Database: Showing metabocard for Corchorifatty acid F (HMDB0035919)". hmdb.ca. Retrieved 9 June 2025.
- ^ Journal of Scientific and Industrial Research. Council of Scientific & Industrial Research. 2006. p. 294. Retrieved 9 June 2025.
- ^ Herz, Werner; Kulanthaivel, Palaniappan (1 January 1985). "Trihydroxy-C18-acids and a labdane from rudbeckia fulgida". Phytochemistry. 24 (1): 89–91. doi:10.1016/S0031-9422(00)80813-4. ISSN 0031-9422. Retrieved 9 June 2025.
- ^ Kurashina, Yusuke; Miura, Ayako; Enomoto, Masaru; Kuwahara, Shigefumi (4 March 2011). "Stereoselective synthesis of malyngic acid and fulgidic acid". Tetrahedron. 67 (9): 1649–1653. doi:10.1016/j.tet.2011.01.005. ISSN 0040-4020. Retrieved 9 June 2025.
- ^ Shin, Ji-Sun; Hong, Yujin; Lee, Hwi-Ho; Ryu, Byeol; Cho, Young-Wuk; Kim, Nam-Jung; Jang, Dae Sik; Lee, Kyung-Tae (2015). "Fulgidic Acid Isolated from the Rhizomes of Cyperus rotundus Suppresses LPS-Induced iNOS, COX-2, TNF-α, and IL-6 Expression by AP-1 Inactivation in RAW264.7 Macrophages". Biological & Pharmaceutical Bulletin. 38 (7): 1081–1086. doi:10.1248/bpb.b15-00186. ISSN 1347-5215. PMID 26133719. Retrieved 9 June 2025.