Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents

BURMAOĞLU S., Secinti H., Mozioglu E., Goren A. C., Altundas R., SEÇEN H.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.32, sa.1, ss.878-884, 2017 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 32 Sayı: 1
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1080/14756366.2017.1337758
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.878-884
  • Anahtar Kelimeler: Multicaulin, miltirone, synthesis, antituberculosis, MYCOBACTERIUM-TUBERCULOSIS, NATURAL-PRODUCTS, DRUG DISCOVERY, ESSENTIAL OILS, LEADS
  • Atatürk Üniversitesi Adresli: Evet

Özet

Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituberculosis agents. The crucial step of the synthesis was Pschorr coupling of 4-(3-isopropyl-4-methoxyphenyl)-2-(2-aminophenyl)ethane (13) to give 2-isopropyl-3-methoxy-9, 10-dihydrophenanthrene (9) and 4-isopropyl-3-methoxy-9, 10-dihydrophenanthrene (9a). Compound 9 was converted to multicaulin and miltirone-like phenanthrene derivatives by further reactions. The best antituberculosis activity was exhibited by 2-isopropylphenanthrene-3-ol (11).