Aruncin B: Synthetic Studies, Structural Reassignment and Biological Evaluation
نویسندگان
چکیده
منابع مشابه
Aruncin B: Synthetic Studies, Structural Reassignment and Biological Evaluation
A ring-closing alkene metathesis (RCM)/ oxyselenation-selenoxide elimination sequence was established to the sodium salts E- and Z-25 of the originally proposed structure for the recently isolated cytotoxin aruncin B (1), as well as to the sodium salt Z-34 of a related ethyl ether regioisomer; however, none of their corresponding free acids could be obtained. Their acid sensitivity, together wi...
متن کاملTotal synthesis, stereochemical reassignment, and biological evaluation of (-)-lyngbyaloside B.
(-)-Lyngbyaloside B is a 14-membered macrolide glycoside isolated from the marine cyanobacterium Lyngbya sp. as a cytotoxic substance by Moore and co-workers. The first total synthesis of (-)-lyngbyaloside B and the reassignment of its stereostructure is described. The synthesis features an Abiko-Masamune aldol reaction, a vinylogous Mukaiyama aldol reaction, and a macrocyclization involving an...
متن کاملStudies toward the Total Synthesis of Itralamide B and Biological Evaluation of Its Structural Analogs
Itralamides A and B were isolated from the lipophilic extract of Lyngbya majuscula collected from the eastern Caribbean. Itralamide B (1) showed cytotoxic activity towards human embryonic kidney cells (HEK293, IC50 = 6 μM). Preliminary studies disapproved the proposed stereochemistry of itralamide. In this paper, we will provide a full account of the total synthesis of four stereoisomers of itr...
متن کاملBiological and structural properties of COLINPOWELL , a synthetic peptide amide
A peptide was designed so that the one letter abbreviations for its amino acid sequence corresponded to the joined first and last names of the current United States Secretary of State, Colin Powell. Peptide COLINPOWELL (i.e., Cys-Orn-Leu-Ile-AsnPro-Orn-Trp-Glu-Leu-Leu) was synthesized as a C-terminal amide, and found to be inactive against bacteria [methicillin-resistant Staphylococcus aureus (...
متن کاملThe synthetic and biological studies of discorhabdins and related compounds.
Various analogues of the marine alkaloids, discorhabdins, have been synthesized. The strategy contains spirocyclization with phenyliodine(III) bis(trifluoroacetate) (PIFA), oxidative fragmentation of the β-amino alcohols with the hypervalent iodine reagent C(6)F(5)I(OCOCF(3))(2), the detosylation and dehydrogenation reaction of the pyrroloiminoquinone unit in the presence of a catalytic amount ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Chemistry - A European Journal
سال: 2017
ISSN: 0947-6539
DOI: 10.1002/chem.201702949