Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

A New Chemical Constituent from the Hairy Root Cultures of Catharanthus roseus

  • Chung, Ill-Min (Department of Applied Life Science, Konkuk University) ;
  • Park, Han-Young (Department of Applied Life Science, Konkuk University) ;
  • Ali, Mohd (Faculty of Pharmacy, Hamdard University) ;
  • San, Ka Yiu (Department of Bioengineering, Rice University) ;
  • Peebles, Christie A. M. (Department of Bioengineering, Rice University) ;
  • Hong, Seung-Beom (Department of Applied Life Science, Konkuk University) ;
  • Ahmad, Ateeque (Department of Applied Life Science, Konkuk University)
  • Published : 2007.02.20
Download PDF
⟨ Previous Next ⟩

Abstract

One new compound, 3,7,11,19,23,27-hexamethyl-15-hydroxymethylene-n-octacos-5,8,20-triene-10β,18α- diol-10β-D-glucopyranoside (1), along with the three known compounds, 3-epibetulinic acid (2), n-pentadecanyl octa-dec-19-en-oate (3) and β-sitosterol (4) were isolated from the methanolic extract of the cultured Catharanthus roseus hairy roots. The structures of the one new and three known compounds were elucidated using one- and two-dimensional NMR in combination with IR, EI/MS, FAB/MS. To the best of our knowledge, 3,7,11,19,23,27-hexamethyl-15-hydroxymethylene-n-octacos-5,8,20-triene-10β,18α-diol-10β-D-glucopyranoside, 3-epibetulinic acid and n-pentadecanyl octa-dec-19-en-oate were identified for the first time from the hairy roots of C. roseus.

Keywords

References

  1. Taylor, W. I.; Farnsworth, N. R. The Catharanthus Alkaloids; Marcel Dekker: New York, 1975
  2. Chockalingam, S.; Nalina Sundari, M. S.; Thenmozhi, S. J. Environ. Biol. 1989, 10, 303
  3. Luijendijk, T. J. C.; Van der, M. E.; Verpoorte, R. J. Chemical Ecology 1996, 22, 1355 https://doi.org/10.1007/BF02027718
  4. Leveque, D.; Wihlm, J.; Jehl, F. Bull. Cancer 1996, 83, 176 https://doi.org/10.1016/0924-4212(96)84907-3
  5. Farnsworth, N. R. Journal of Natural Products 1961, 24, 105
  6. Daniel, M.; Sabnis, S. D. Indian J. Exp. Biology 1978, 16, 512
  7. Nishibe, S.; Takenaka, T.; Fujikawa, T.; Yasukawa, K.; Takido, M.; Moritsu, Y.; Hirota, A.; Kawamura, K.; Noro, Y. Natural Medicine (Tokyo) 1996, 50, 378
  8. Van der, H. R.; Verpoorte, R.; Ten Hoopen, H. J. G. Plant Cell Tiss. Org. Cult. 1989, 18, 231 https://doi.org/10.1007/BF00043397
  9. Moreno, P. R. H.; Van der, H. R.; Verpoorte, R. Plant Cell Tiss. Org. Cult. 1995, 42, 1 https://doi.org/10.1007/BF00037677
  10. Moreno, P. R. H.; Poulsen, C.; Heijden, R. V.; Verpoorte, R. Enzyme and Microbial Technology 1996, 18, 99 https://doi.org/10.1016/0141-0229(95)00078-X
  11. Knobloch, K. H.; Bast, G.; Berlin, J. Phytochemistry 1982, 21, 591 https://doi.org/10.1016/0031-9422(82)83146-4
  12. Seitz, H. U.; Eilert, U.; De Lucam, V.; Kurz, W. G. W. Plant Cell Tiss. Org. Cult. 1989, 18, 71 https://doi.org/10.1007/BF00033466
  13. Mahato, S. B.; Kundu, A. B. Phytochemistry 1994, 37, 1517 https://doi.org/10.1016/S0031-9422(00)89569-2
  14. Kitajima, J.; Shindo, M.; Tanaka, Y. Chem. Pharm. Bull. 1990, 38, 714 https://doi.org/10.1248/cpb.38.714
  15. Bhadra, R.; Vani, S.; Shanks, J. Biotechnol. Bioeng. 1993, 41, 581 https://doi.org/10.1002/bit.260410511

Cited by

  1. Stereoselectivity in Tosylhydrazone Formation vol.82, pp.16, 2017, https://doi.org/10.1021/acs.joc.7b00428
  2. Identification of New Compounds from Catharanthus roseus Hairy Root Cultures vol.28, pp.8, 2007, https://doi.org/10.5012/bkcs.2007.28.8.1294
  3. Human Acyl-CoA: Cholesterol Acyltransferase (hACAT) Inhibitory Activities of Triterpenoids from Roots of Glycine max (L.) Merr vol.29, pp.3, 2007, https://doi.org/10.5012/bkcs.2008.29.3.615
  4. New steroidal glycosides from the stem bark of Mimusops elengi vol.46, pp.4, 2007, https://doi.org/10.1007/s10600-010-9673-7
  5. A non-toxic antifungal compound from the leaves of Catharanthus roseus characterized as 5-hydroxy flavone by UV spectroscopic analysis and evaluation of its antifungal property by agar-cup method vol.32, pp.3, 2007, https://doi.org/10.1016/j.indcrop.2010.05.018
  6. New steroidal glycoside ester and aliphatic acid from the fruits of Lycium chinense vol.14, pp.4, 2007, https://doi.org/10.1080/10286020.2011.653346
  7. The use of plants in the traditional management of diabetes in Nigeria: Pharmacological and toxicological considerations vol.155, pp.2, 2014, https://doi.org/10.1016/j.jep.2014.05.055