Journals / Hacettepe Journal of Biology and Chemistry / 2017 / Cilt: 45 - Sayı: 4

Synthesis of Barringtogenol C Derivatives and Their Cytotoxic Activities

Barringtogenol C Türevlerinin Sentezi ve Sitotoksik Aktivitelerinin İncelenmesi

Pages
485–498
Publication Date
2017-11-01
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

In conclusion, compound 3a tested strong cytotoxicity against cancer cells, which could be a promising anti-cancer lead compound for further studies.

📌 3 Key Takeaways

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Objective & Hypothesis:Aseries of barringtogenol C 1 derivatives 2a-c, 3a-c, 4a-c, 5a-d, 6a,b and 7 were synthesized and screened in cytotoxicity assay against various cancer cell lines HeLa, A549, U87MG, CaCo-2 and MCF-7 together with the normal cell line Vero.
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Key Findings & Data:Many of the compounds screened have been found to have significantly improved anti-cancer potency in comparison with doxorubicin or barringtogenol C 1 .
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Conclusion & Impact:In conclusion, compound 3a tested strong cytotoxicity against cancer cells, which could be a promising anti-cancer lead compound for further studies.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Styrax officinalis · Triterpen · Barringtogenol C

Abstract

Aseries of barringtogenol C 1 derivatives 2a-c, 3a-c, 4a-c, 5a-d, 6a,b and 7 were synthesized and screened in cytotoxicity assay against various cancer cell lines HeLa, A549, U87MG, CaCo-2 and MCF-7 together with the normal cell line Vero. Many of the compounds screened have been found to have significantly improved anti-cancer potency in comparison with doxorubicin or barringtogenol C 1 . Compound 3a was found to be 26-fold more active than doxorubicin. It was also not toxic to the non-tumoral Vero cells tested under in vitro conditions. In conclusion, compound 3a tested strong cytotoxicity against cancer cells, which could be a promising anti-cancer lead compound for further studies.

Özet

B ir dizi barringtogenol C 1 türevleri 2a-c, 3a-c, 4a-c, 5a-d, 6a,b and 7 sentezlenmiş ve Vero normal hücre hattı ile birlikte çeşitli kanser hücre hatları ile HeLa, A549, U87MG, CaCo-2 and MCF-7 çalışılmıştır. Doksorubisin ve barringtogenol C ile kıyaslandığında bileşiklerin çoğunun antikanser potensiyelinde anlamlı bir gelişme olduğu görülmüştür. Bileşik 3a nın doksorubisinden 26 kat daha aktif olduğu bulunmuştur. Ayrıca in vitro koşullar altında test edilen Vero normal hücre hattında toksik değildir. Sonuç olarak bileşik 3a ileri çalışmalar için umut verici antikanser öncü bileşik olabilecek, kanser hücre hatlarına karşı güçlü sitotoksik aktiviteye sahiptir

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Cite This Article

GÜLCEMAL, D., NALBANTSOY, A. (2017). Synthesis of Barringtogenol C Derivatives and Their Cytotoxic Activities. Hacettepe Journal of Biology and Chemistry, Cilt: 45 - Sayı: 4, 485–498. https://ajindex.com/articles/255663

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References (13)

  1. M. Recio, C. Del, R.M. Giner, Structural requirements for the anti-inflammatory activity of natural triterpenoids, Planta Med., 61 (1995) 182-185
  2. E.K. Yim, M.J. Lee, K.H. Um, J.S. Park, Antiproliferative and antiviral mechanisms of ursolic acid and dexamethasone in cervical carcinoma cell lines, Int. Cynecol. Cancer, 16 (2006) 2023-2031
  3. D.K. Kim, J.H. Baek, C.M. Kang, M.A. Yoo, J.W. Sung, D. Kim,. H.Y. Chung, N.D. Kim, Y.H. Choi, S.H. Lee, K. Kim, Apoptotic activity of ursolic acid may correlate with the inhibition of initiation of DNA replication, Int. J. Cancer, 87 (2000) 629-636
  4. P.O. Harmand, R. Duval, C. Delage, A. Simon, Ursolic acid induces apoptosis through mitochondrial intrinsic pathway and caspase-3 activation in M4Beu melanoma cells, Int. J. Cancer, 114 (2005) 1-11
  5. J.J. Liu, Pharmacology of oleanolic acid and ursolic acid, Ethnopharmacol., 49 (1995) 57-68
  6. P. Dzubak, M. Hajduch, D. Vydra, A. Hustova, M. Kvasnica, D. Biedermann, L. Markova, M. Urban, J. Sarek, Pharmacological activities of natural triterpenoids and their therapeutic implications, Nat. Prod. Rep., 23 (2006) 394-411
  7. A. Esmaillzadeh, F. Tahbaz, I. Gaieni, H. Alavi-Majd, L. Azadbakht, Concentrated pomegranate juice improves lipid profiles in diabetic patients with hyperlipidemia, J. Med. Food, 7 (2004) 305-308
  8. W.S. Lee, K.R. Im, Y.D. Park, N.D. Sung, T.S. Jeong, Human ACAT-1 and ACAT-2 inhibitory activities of pentacyclic triterpenes from the leaves of Lycopus lucidus TURCZ, Biol. Pharm. Bull., 29 (2006) 382-384
  9. J.H. Lee, Y.B. Ryu, B.W. Lee, J.H. Kim, W.S. Lee, Y.D. Park, T.S. Jeong, K.H. Park, Human Acyl-CoA: cholesterol acyltransferase (hACAT) inhibitory activities of triterpenoids from roots of glycine max (L.) Merr., Bull. Korean Chem. Soc., 29 (2008) 615-619
  10. J.M. Narvaez-Mastache, M.L. Garduno-Ramirez, L. Alvarez, G. Delgado, Antihyperglycemic activity and chemical constituents of Eysenhardtia platycarpa, J. Nat. Prod., 69 (2006) 1687-1691
  11. D. Gao, Q. Li, Y. Li, Z. Liu, Z. Liu, Y. Fan, Z. Han, J. Li, K. Li, Antidiabetic potential of oleanolic acid from Ligustrum lucidum Ait., Can. J. Physiol. Pharmacol., 85 (2007) 1076-1083
  12. P. Kalaiarasi, K.V. Pugalendi, Antihyperglycemic effect of 18 beta-glycyrrhetinic acid, aglycone of glycyrrhizin, on streptozotocin-diabetic rats, Eur. J. Pharmacol., 606 (2009) 269
  13. L.I. Somova, F.O. Shode, P. Ramnanan, A. Nadar, Antihypertensive, antiatherosclerotic and antioxidant activity of triterpenoid