Salvadenosine, a 5′-Deoxy-5′-(methylthio) Nucleoside from the Bahamian Tunicate Didemnum sp.

نویسندگان

  • Matthew T. Jamison
  • Christopher N. Boddy
  • Tadeusz F. Molinski
چکیده

Salvadenosine, (1) a rare 5'-deoxy-5'-(methylthio) nucleoside, was isolated from the deep-water Bahaman tunicate Didemnum sp. The structure was solved by integrated analysis of MS and 1D and 2D NMR data. We revise the structure of the known natural product, hamiguanosinol, which is a constitutional isomer of 1, to 5 by interpretation of the spectroscopic data and comparison with synthesized nucleosides.

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

Novel trypanocidal analogs of 5'-(methylthio)-adenosine.

The purine nucleoside 5'-deoxy-5'-(hydroxyethylthio)-adenosine (HETA) is an analog of the polyamine pathway metabolite 5'-deoxy-5'-(methylthio)-adenosine (MTA). HETA is a lead structure for the ongoing development of selectively targeted trypanocidal agents. Thirteen novel HETA analogs were synthesized and examined for their in vitro trypanocidal activities against bloodstream forms of Trypanos...

متن کامل

Genetic conspecificity of the worldwide populations of Didemnum vexillum Kott, 2002

A colonial tunicate belonging to the genus Didemnum has recently been found in many temperate coastal regions throughout the world, as well as large areas of Georges Bank in the NW Atlantic. It continues to spread rapidly and compete aggressively with native, hard substrate species (e.g., mussels, barnacles, bryozoans, other ascidians). In addition, it can form dense mats on deepwater cobble-gr...

متن کامل

First Total Synthesis of a Naturally Occurring Iodinated 5′-Deoxyxylofuranosyl Marine Nucleoside

4-Amino-7-(5'-deoxy-β-D-xylofuranosyl)-5-iodo-pyrrolo[2,3-d]pyrimidine 1, an unusual naturally occurring marine nucleoside isolated from an ascidan, Diplosoma sp., was synthesized from D-xylose in seven steps with 28% overall yield on 10 g scale. The key step was Vorbrüggen glycosylation of 5-iodo-pyrrolo[2,3-d]pyrimidine with 5-deoxy-1,2-O-diacetyl-3-O-benzoyl-D-xylofuranose. Its absolute conf...

متن کامل

Ascidians from Rocas Atoll, northeast Brazil

Rocas Atoll is the only one of its kind in the South Atlantic—and the first Brazilian marine biological reserve. This is the first report about the ascidians from Rocas. A total of 12 species were found, 5 of them not hitherto described:Ascidia viridina sp. nov.,Didemnum rochai sp. nov., Leptoclinides crocotulus sp. nov., Polysyncraton maurizeliae sp. nov., and Trididemnum rocasensis sp. nov. O...

متن کامل

Mollamides B and C, Cyclic Hexapeptides from the Indonesian Tunicate Didemnum molle

Two new cyclic hexapeptides, mollamides B (1) and C (2), were isolated from the Indonesian tunicate Didemnum molle along with the known peptide keenamide A (3). The structures were established using 1D and 2D NMR experiments. The relative configuration of mollamide B at the thiazoline moiety was determined using molecular modeling coupled with NMR-derived restraints. Their absolute configuratio...

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:

دوره 79  شماره 

صفحات  -

تاریخ انتشار 2014