Synthesis of Hydrazone Derivatives of 4-(2-Chloroethyl) semicarbazide : A New Class of Cytotoxic Agents

Abstract

요 약. 새로운 종류의 히드라존 유도체는 4-(2-chloroethyl) semicarbazides로 부터 합성되었고, 인간 두 뇌(U251)와 간(Hepg2)의 암세포 에 대해 항증식성을 보였다. 히드라존 화합물은 벤즈알데히드, 아세토 페논, 3-formylindole 유도체이다. 아세토페논 유도체중에 3e (p-methoxy substituted)와 and 3f (p-nitro substituted)는 Hepg2 세포 (각각IC50 = 6 ,8 µg/mL) 에 대해 가장 높은 세포독성활성을 보인다. 3-Formylindole 유도체중에 4a (hydrazone of 3-formylindole)은 U251 (IC50 = 21 µg/mL)와 Hepg2 (IC50 = 7 µg/mL)에 강한 세포독성활성을 보인다. 주제어: 히드라존, 2-(Chloroethyl)요소들, 4-(2-Chloroethyl) semicarbazides, 세포독성요법 활성 ABSTRACT. A new series of hydrazone derivatives were synthesized from 4-(2-chloroethyl)semicarbazide and their antiproliferative activity against human brain (U251) and liver (Hepg2) carcinoma cell lines were evaluated. The hydrazone compounds are benzaldehyde (2a-2g), acetophenone (3a-3f), and 3-formylindole derivatives (4a-4d). Among the acetophenone derivatives, 3e (p-methoxy substituted) and 3f (p-nitro substituted) showed the highest cytotoxic activity against Hepg2 cell line (IC 50 = 6 and 8 µg/ml, respectively). Among the 3-formylindole derivatives, 4a (hydrazone of 3-formylindole itself) showed a pronounced cytotoxic activity against both U251 (IC50 = 21 µg/ml) and Hepg2 (IC50 = 7 µg/ml).