Synthesis and biological properties of benzo-annulated rutaecarpines.

نویسندگان

  • Young Hwan Hong
  • Woo Jin Lee
  • Seung Ho Lee
  • Jong Keun Son
  • Hye-Lin Kim
  • Jung Min Nam
  • Youngjoo Kwon
  • Yurngdong Jahng
چکیده

A series of benzo-annulated rutaecarpines were prepared from anthranilic acid and 3-aminonaphthalene-2-carboxylic acid by Fischer indole synthesis as key reaction. Cytotoxicity was somewhat increased by the introduction of benzo-annulation, which was not directly related to the inhibitory activity against topoisomerases (topo) I and II. Benzo-annulation on ring A led to significant increase of inhibitory activity against topo II while annulations on ring E increased inhibitory activity against topo I.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Silica bonded n-propyl-1,3,5-triazine-2,4,6-triamine as a basic catalyst for synthesis of arylmethylenemalononitrile and pyran annulated heterocyclic compounds

In the present research, silica bonded n-propyl-1,3,5-triazine-2,4,6-triamine (SPTT) was synthesized by direct incorporation of chloropropyl groups through co-condensation of tetraethyl orthosilicate (TEOS) and 3-chloropropyl trimethoxysilane (CPTMS) and subsequent grafting the melamine onto the propyl groups via simple nucleophilic substitution reaction. The catalyst has been characterized by ...

متن کامل

Studies directed toward the exploitation of vicinal diols in the synthesis of (+)-nebivolol intermediates

While the exploitation of the Sharpless asymmetric dihydroxylation as the source of chirality in the synthesis of acyclic molecules and saturated heterocycles has been tremendous, its synthetic utility toward chiral benzo-annulated heterocycles is relatively limited. Thus, in the search for wider applications of Sharpless asymmetric dihydroxylation-derived diols for the synthesis of benzo-annul...

متن کامل

Synthesis and properties of annulated 2-(Azaar-2-yl)- and 2,2'-Di(azaar-2-yl)-9,9'-spirobifluorenes.

A series of 9,9'-spirobifluorene-derived N-heterocycles were prepared by the reactions of 8,9-dihydrospiro(benzo[b]fluorene-11,9'-fluoren)-6(7H)-one and 8,8',9,9'-tetrahydro-11,11'-spirobi(benzo[b]fluorene)-6,6'(7H,7'H)-dione with a series of 2-amino-arenecarbaldehydes such as 2-aminobenzaldehyde, 2-aminonicotinealdehyde, 1-amino-2-naphthaldehyde, and 8-aminoquinoline-7-carbaldehyde. In additio...

متن کامل

Employing a hydrophobic-bentonite as a highly efficient and versatile catalyst for a green one-pot and rapid synthesis of 4H-benzo-[b]-pyran derivatives

A hydrophobic-bentonite catalyst (cetyltrimethyl ammonium bromide-bentonite) has been used as a very mild, neutral, eco-friendly, reusable, non-toxic, low-cost and easily available catalyst. It was prepared by replacing the exchangeable Na+ cations of a homoionic Na–bentonite with cetyltrimethyl ammonium bromide (CTMAB) cations. The catalyst was characterized by XRD, BET and SEM. The...

متن کامل

Employing a hydrophobic-bentonite as a highly efficient and versatile catalyst for a green one-pot and rapid synthesis of 4H-benzo-[b]-pyran derivatives

A hydrophobic-bentonite catalyst (cetyltrimethyl ammonium bromide-bentonite) has been used as a very mild, neutral, eco-friendly, reusable, non-toxic, low-cost and easily available catalyst. It was prepared by replacing the exchangeable Na+ cations of a homoionic Na–bentonite with cetyltrimethyl ammonium bromide (CTMAB) cations. The catalyst was characterized by XRD, BET and SEM. The...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Biological & pharmaceutical bulletin

دوره 33 10  شماره 

صفحات  -

تاریخ انتشار 2010