Chemistry:Madecassic acid
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| IUPAC name
(1S,2R,4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
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| Other names
Brahmic acid
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| Properties | |
| C30H48O6 | |
| Molar mass | 504.708 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 (what is   ?)
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Madecassic acid is a pentacyclic triterpenoid compound that occurs naturally in several plant species.[1][2] Madecassic acid is a member of the ursane-type triterpenoids and is structurally similar to Asiatic acid, differing by the presence of a hydroxyl group at the C-2 position.[3]
Natural occurrence
The acid is found in Centella asiatica (Gotu Kola).[4] Other sources include Centella cordifolia and Hydrocotyle umbellata. The compound is closely related to Asiatic acid and is known for its various pharmacological properties, including anti-inflammatory, wound-healing, anti-oxidant, and neuroprotective effects.[5] It is often studied alongside other bioactive compounds from Centella asiatica.[6][7][8][9]
Uses
Madecassic acid is used in both traditional and modern medicine, particularly in dermatology and wound care.[10] As a triterpene, madecassic acid also exhibits notable antioxidant benefits, assisting in protecting skin from the pro-aging damage that environmental aggressors, like UV rays and pollution, can cause.
See also
- Madecassoside
References
- ↑ Bajaj, Y. P. S. (6 December 2012) (in en). Medicinal and Aromatic Plants X. Springer Science & Business Media. p. 82. ISBN 978-3-642-58833-4. https://books.google.com/books?id=PpPzCAAAQBAJ&dq=Madecassic+Acid&pg=PA83. Retrieved 21 July 2025.
- ↑ "Madecassic acid". Sigma Aldrich. https://www.sigmaaldrich.com/RU/en/product/sial/phl80229?srsltid=AfmBOorR7cdaVHSKYN8UUk6nQ0iUBtzhk2qeu19ULLx8gOeyAsLiqT-d.
- ↑ Swamy, Mallappa Kumara; Patra, Jayanta Kumar; Rudramurthy, Gudepalya Renukaiah (10 May 2019) (in en). Medicinal Plants: Chemistry, Pharmacology, and Therapeutic Applications. CRC Press. ISBN 978-0-429-53560-4. https://books.google.com/books?id=8X-YDwAAQBAJ&dq=Madecassic+Acid&pg=PR64. Retrieved 21 July 2025.
- ↑ Khare, C. P. (27 June 2011) (in en). Indian Herbal Remedies: Rational Western Therapy, Ayurvedic and Other Traditional Usage, Botany. Springer Science & Business Media. p. 139. ISBN 978-3-642-18659-2. https://books.google.com/books?id=njLtCAAAQBAJ&dq=Madecassic+Acid&pg=PA139. Retrieved 21 July 2025.
- ↑ Banik, Bimal Krishna; Sahoo, Biswa Mohan; Tiwari, Abhishek (23 December 2022) (in en). Terpenoids: Chemistry, Biochemistry, Medicinal Effects, Ethno-pharmacology. CRC Press. p. 318. ISBN 978-1-000-82349-3. https://books.google.com/books?id=mEuhEAAAQBAJ&dq=Madecassic+Acid&pg=PA318. Retrieved 21 July 2025.
- ↑ Kasote, Deepak; Ahmad, Aijaz; Viljoen, Alvaro (2015). "Proangiogenic Potential of Medicinal Plants in Wound Healing". Evidence-Based Validation of Herbal Medicine. pp. 149–164. doi:10.1016/B978-0-12-800874-4.00006-4. ISBN 978-0-12-800874-4.
- ↑ Kepekçi, Remziye Aysun; Yener i̇Lçe, Burcu; Demir Kanmazalp, Sibel (2021). "Plant-derived biomaterials for wound healing". Bioactive Natural Products. Studies in Natural Products Chemistry. 70. pp. 227–264. doi:10.1016/B978-0-12-819489-8.00001-6. ISBN 978-0-12-819489-8.
- ↑ Nabi, Bushra; Rehman, Saleha; Baboota, Sanjula; Ali, Javed (2019). "Natural antileprotic agents: A boon for the management of leprosy". Discovery and Development of Therapeutics from Natural Products Against Neglected Tropical Diseases. pp. 351–372. doi:10.1016/B978-0-12-815723-7.00009-2. ISBN 978-0-12-815723-7.
- ↑ Awathale, Sanjay N.; Dhoble, Leena R.; Itankar, Prakash R.; Raut, Nishikant A.; Kokare, Dadasaheb M. (2021). "Neuroactive herbal agents for cognitive dysfunction". Bioactive Natural Products. Studies in Natural Products Chemistry. 70. pp. 195–226. doi:10.1016/B978-0-12-819489-8.00002-8. ISBN 978-0-12-819489-8.
- ↑ Tang, Weici; Eisenbrand, Gerhard (29 June 2013) (in en). Chinese Drugs of Plant Origin: Chemistry, Pharmacology, and Use in Traditional and Modern Medicine. Springer Science & Business Media. p. 275. ISBN 978-3-642-73739-8. https://books.google.com/books?id=xmHwCAAAQBAJ&dq=Madecassic+Acid&pg=PA275. Retrieved 21 July 2025.
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