Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases.

نویسندگان

  • Yoshio Hayashi
  • Thomas Regnier
  • Shigenobu Nishiguchi
  • Magne O Sydnes
  • Daisuke Hashimoto
  • Junya Hasegawa
  • Takahiro Katoh
  • Tetsuya Kajimoto
  • Masataka Shiozuka
  • Ryoichi Matsuda
  • Manabu Node
  • Yoshiaki Kiso
چکیده

Herein, we describe an efficient strategy for the total synthesis of (+)-negamycin using commercially available achiral N-Boc-2-aminoacetaldehyde as starting material with 42% overall yield for a limited number of steps.

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

Negamycin-therapy in Skeletal and Cardiac Muscles of mdx Mice

The ability of aminoglycoside antibiotics to promote read-through of nonsense mutations has attracted interest in these drugs as potential therapeutic agents in genetic diseases. However, the toxicity of aminoglycoside antibiotics may result in severe side effects during long-term treatment. In this study, we report that negamycin, a dipeptide antibiotic, also restores dystrophin expression in ...

متن کامل

Synthesis, characterization and cytotoxicity of alkylated quercetin derivatives

Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxi...

متن کامل

Synthesis, characterization and cytotoxicity of alkylated quercetin derivatives

Quercetin, a ubiquitous flavonol, represents a promising leading drug for development of new chemotherapeutic agents. However, its limited cytotoxicity to cancer cells hampers its clinical use. In order to obtain novel quercetin derivatives with superior cytotoxicity, seven alkylated quercetin derivatives were synthesized. Solubility of these derivatives was determined by turbidimetry. Cytotoxi...

متن کامل

Negamycin induces translational stalling and miscoding by binding to the small subunit head domain of the Escherichia coli ribosome.

Negamycin is a natural product with broad-spectrum antibacterial activity and efficacy in animal models of infection. Although its precise mechanism of action has yet to be delineated, negamycin inhibits cellular protein synthesis and causes cell death. Here, we show that single point mutations within 16S rRNA that confer resistance to negamycin are in close proximity of the tetracycline bindin...

متن کامل

سلولز موجود در دیواره کیست آکانتامبا: یک هدف دارویی برای درمان عفونت آکانتامبایی

Acanthamoeba is a free-living amoeba that is an opportunistic pathogen of humans and animals.  Its prognosis is potentially poor that requires fast diagnosis and successful treatment. There are two phases in its life cycle: an active trophozoite form and the double-walled resistant cyst. This amoebic genus is the causative agent of two severe diseases in humans: Acanthamoeba keratitis (AK) and ...

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:
  • Chemical communications

دوره 20  شماره 

صفحات  -

تاریخ انتشار 2008