Antioxidant activity of 5,10-dihydroindeno[1,2-b]indoles containing substituents on dihydroindeno part

TALAZ O., GÜLÇİN İ., GÖKSU S., SARAÇOĞLU N.

BIOORGANIC & MEDICINAL CHEMISTRY, cilt.17, sa.18, ss.6583-6589, 2009 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 18
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1016/j.bmc.2009.07.077
  • Dergi Adı: BIOORGANIC & MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.6583-6589
  • Anahtar Kelimeler: Antioxidant activity, Radical scavenging, Indole, IN-VITRO ANTIOXIDANT, ANTIRADICAL ACTIVITIES, MELATONIN, DERIVATIVES, CAPACITY, INDOLE, L.
  • Atatürk Üniversitesi Adresli: Evet

Özet

An efficient synthesis of 5,10-dihydroindeno[1,2-b]indoles (3a-t) containing substituents such as methoxy, hydroxyl, and halogen (F, Cl, and Br) on indeno part was described. Antioxidant and radical scavenging activities of synthesized compounds (3a-t) were determined by various in vitro assays such as 1,1-diphenyl-2-picryl-hydrazyl free radicals (DPPH center dot), 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid radicals (ABTS(center dot+)), N,N-dimethyl-p-phenylenediamine dihydrochloride radicals (DMPD center dot+), and superoxide anion radicals (O-2(center dot-)) scavenging, reducing ability determination by the Fe3+-Fe2+ and Cu2+-Cu+ (CUPRAC method) transformation methods, H2O2 scavenging, and ferrous ion (Fe2+) chelating activities. Moreover, these activities were compared to synthetic and standard antioxidants such as butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), alpha-tocopherol, and trolox. The results showed that the synthesized compounds (3a-t) had effective antioxidant power. (C) 2009 Elsevier Ltd. All rights reserved.