Biology-oriented synthesis of benzopyrano[3,4-c]pyrrolidines.

abstract：NAD(P)H:quinone oxidoreductase 1 (NQO1) is an obligate two-electron reductase and is highly expressed in many human solid cancers. Because NQO1 can be induced immediately after exposure to ionizing radiation, we aimed to develop an NQO1-targeted radiolabeled agent to establish a novel internal radiation therapy that am...

journal_title：Bioorganic & medicinal chemistry

authors： Sasaki J,Sano K,Hagimori M,Yoshikawa M,Maeda M,Mukai T

更新日期：2014-11-01 00:00:00

abstract：:The highly selective I1-PBS imidazoline analogue PMS 952 has been selected to study the incidence of intramolecular hydrogen bond and molecular flexibility on its biological activity. On one hand, the weak energy difference between three calculated conformers does not support the stabilization of one conformer by an i...

journal_title：Bioorganic & medicinal chemistry

authors： Ye HF,Dive G,Dehareng D,Heymans F,Godfroid JJ

更新日期：2000-08-01 00:00:00

abstract：:Recent accumulating evidence has supported the notion that tumors have hierarchically organized heterogeneous cell populations and a small subpopulation of cells, termed cancer stem cells (CSCs), are responsible for tumor initiation, maintenance as well as drug resistance. Therefore, targeting the CSCs along with the ...

journal_title：Bioorganic & medicinal chemistry

authors： Aztopal N,Karakas D,Cevatemre B,Ari F,Icsel C,Daidone MG,Ulukaya E

更新日期：2017-01-01 00:00:00

abstract：:Compounds which inhibit the HIV-1 replication cycle have been found amongst fragment peptides derived from an HIV-1 matrix (MA) protein. Overlapping peptide libraries covering the whole sequence of MA were designed and constructed with the addition of an octa-arginyl group to increase their cell membrane permeability....

journal_title：Bioorganic & medicinal chemistry

authors： Narumi T,Komoriya M,Hashimoto C,Wu H,Nomura W,Suzuki S,Tanaka T,Chiba J,Yamamoto N,Murakami T,Tamamura H

更新日期：2012-02-15 00:00:00

abstract：:Breast cancer resistance protein (BCRP/ABCG2) belongs to the ATP binding cassette family of transport proteins. BCRP has been found to confer multidrug resistance in cancer cells. A strategy to overcome resistance due to BCRP overexpression is the investigation of potent and specific BCRP inhibitors. The aim of the cu...

journal_title：Bioorganic & medicinal chemistry

authors： Juvale K,Pape VF,Wiese M

更新日期：2012-01-01 00:00:00

abstract：:Thionation of estrogen-like active cyclic peptides, segetalins A (1) and B (2), with Lawesson's reagent provided each two thiosegetalins; thiosegetalin A1 [Gly-1-psi(CS-NH)-Val-2; Trp-5-psi (CS-NH)-Ala-6]segetalin A, thiosegetalin A2 [Gly-1-psi(CS-NH)-Val-2; Ala-6-psi(CS-NH)-Gly-1]segetalin A, thiosegetalin B1 [Gly-1-...

journal_title：Bioorganic & medicinal chemistry

authors： Morita H,Yun YS,Takeya K,Itokawa H,Shirota O

更新日期：1997-03-01 00:00:00

abstract：:Thiazolyl peptides are a class of thiazole-rich macrocyclic potent antibacterial agents. Recently, we described thiazomycin, a new member of thiazolyl peptides, discovered by a thiazolyl peptide specific chemical screening. This method also allowed for the discovery of a new thiazolyl peptide, thiazomycin A, which car...

journal_title：Bioorganic & medicinal chemistry

authors： Zhang C,Zink DL,Ushio M,Burgess B,Onishi R,Masurekar P,Barrett JF,Singh SB

更新日期：2008-10-01 00:00:00

abstract：:Schistosomiasis is caused by the infection from Schistosoma species. Among these, Schistosoma mansoni is one of the major species that infects millions of people worldwide. The use of praziquantel is effective in clearing the infestation but treatment of a large and widespread population in endemic areas is unsustaina...

journal_title：Bioorganic & medicinal chemistry

authors： Ahmad Fuaad AA,Roubille R,Pearson MS,Pickering DA,Loukas AC,Skwarczynski M,Toth I

更新日期：2015-03-15 00:00:00

abstract：:Antagonizing transcriptional activity of farnesoid X receptor (FXR) in the intestine has been reported as an effective means for the treatment of nonalcoholic fatty liver disease, type 2 diabetes and obesity. We describe herein that the building blocks necessary to maintain the antagonism of our chemotype were investi...

journal_title：Bioorganic & medicinal chemistry

authors： Teno N,Yamashita Y,Masuda A,Iguchi Y,Oda K,Fujimori K,Hiramoto T,Nishimaki-Mogami T,Une M,Gohda K

更新日期：2019-06-01 00:00:00

abstract：:The present quantitative structure-activity relationship (QSAR) study attempts to explore the structural and physicochemical requirements of mannitol derivatives for HIV protease inhibitory activity using linear free energy related model of Hansch. QSAR models have been developed using electronic (Hammett sigma), hydr...

journal_title：Bioorganic & medicinal chemistry

authors： Leonard JT,Roy K

更新日期：2006-02-15 00:00:00

abstract：:For elucidation of the structural and conformational requirements on the endotoxic and antagonistic activity of lipid A derivatives, we designed and synthesized lipid A analogues containing acidic amino acid residues in place of the non-reducing end phosphorylated glucosamine. Definite switching of the endotoxic or an...

journal_title：Bioorganic & medicinal chemistry

authors： Akamatsu M,Fujimoto Y,Kataoka M,Suda Y,Kusumoto S,Fukase K

更新日期：2006-10-01 00:00:00

abstract：:Conjugation of cancer targeting peptides (CTPs) with small molecular therapeutics has emerged as a promising strategy to deliver potent (but typically nonspecific) cytotoxic agents selectively to cancer cells. Here we report the engineered production of a CTP (NGR)-containing C-1027 and evaluation of its activity agai...

journal_title：Bioorganic & medicinal chemistry

authors： Li W,Li X,Huang T,Teng Q,Crnovcic I,Rader C,Shen B

更新日期：2016-09-01 00:00:00

abstract：:A series of novel metronidazole aryloxy, carboxy and azole derivatives has been synthesized and their cytotoxic activities on three cancer cell lines were evaluated by MTT assay. Compounds 4m, 4l and 4d showed the most potent cytotoxic activity (IC50s less than 100 µg/mL). Apoptosis was also detected for these compoun...

journal_title：Bioorganic & medicinal chemistry

authors： Faghih-Mirzaei E,Sabouri S,Zeidabadinejad L,AbdolahRamazani S,Abaszadeh M,Khodadadi A,Shamsadinipour M,Jafari M,Pirhadi S

更新日期：2019-01-15 00:00:00

abstract：:AIE molecule silole 1 could be used to detect G-quadruplex formation using an exonuclease I hydrolysis assay. This visual observation of G-quadruplexes has been successfully used in investigating multiple G-quadruplexes, including the one-stranded telomeric, c-myc, c-kit, VEGF G-quadruplexes, and a d(G(4)T(4)G(4)) int...

journal_title：Bioorganic & medicinal chemistry

authors： Huang J,Wang M,Zhou Y,Weng X,Shuai L,Zhou X,Zhang D

更新日期：2009-11-15 00:00:00

abstract：:A series of 2',3'-exo-methylene carbocyclic nucleosides was synthesized as potential antiviral agents. These compounds were built on a bicyclo[3.1.0]hexane template that exhibits a rigid pseudoboat conformation and is capable of maintaining an identical conformation in solid state and in solution. The structures of th...

journal_title：Bioorganic & medicinal chemistry

authors： Bhushan RG,Vince R

更新日期：2002-07-01 00:00:00

abstract：:A series of halogen-substituted tricyclic flavonoids containing a 1,3-dithiol-2-ylium moiety has been synthesized from the corresponding 3-dithiocarbamic flavanones. The influence of halogen substituents on the antibacterial properties of the tricyclic flavonoids has been investigated against Staphylococcus aureus and...

journal_title：Bioorganic & medicinal chemistry

authors： Bahrin LG,Sarbu LG,Hopf H,Jones PG,Babii C,Stefan M,Birsa ML

更新日期：2016-07-15 00:00:00

abstract：:RNA cleavage by enediyne anticancer antibiotics was shown to occur with no apparent sequence selectivity, but RNA structure appears to be important in those substrates where cleavage was observed. Neocarzinostatin (NCS) cleaved a wider variety of RNA substrates than either esperamicin (ESP) or calicheamicin (CAL), and...

journal_title：Bioorganic & medicinal chemistry

authors： Battigello JM,Cui M,Roshong S,Carter BJ

更新日期：1995-06-01 00:00:00

abstract：:Novel ferulic acid derivatives in which feruloyl groups were attached to the hydroxyl groups of myo-inositol 1,3,5-orthoformate derivatives were synthesized. These feruloyl-myo-inositols suppressed the cyclooxygenase-2 (COX-2) promoter activity in a concentration-dependent manner. Among the examined compounds, compoun...

journal_title：Bioorganic & medicinal chemistry

authors： Hosoda A,Ozaki Y,Kashiwada A,Mutoh M,Wakabayashi K,Mizuno K,Nomura E,Taniguchi H

更新日期：2002-04-01 00:00:00

abstract：INTRODUCTION:As part of our program to develop estrogen receptor (ER) targeted imaging and therapeutic agents we chose to evaluate 11β-substituted estradiol analogs as a representative scaffold. Previous synthetic studies provided an entry into this class of compounds and other work indicated that 11β-(substituted aryl...

journal_title：Bioorganic & medicinal chemistry

authors： Hanson RN,Hua E,Hendricks JA,Labaree D,Hochberg RB

更新日期：2012-06-15 00:00:00

abstract：:DNA methylation is an important epigenetic modification catalyzed by DNA methyltransferases (DNMTs). Abnormal expression of endogenous DNMTs in human causes alterations in the genome methylation patterns which subsequently lead to the development of cancers. Thus detection of endogenous DNMT activities and efficient i...

journal_title：Bioorganic & medicinal chemistry

authors： Zhu B,Ge J,Yao SQ

更新日期：2015-06-15 00:00:00

abstract：:Combinatorial biocatalysis, based on a principle of the combinatorial use of biosynthetic steps rather than the combinatorial use of reagents, offers a complementary approach to combinatorial chemistry, which, used individually or in connection with synthetic organic transformations, provides access to analogues not r...

journal_title：Bioorganic & medicinal chemistry

authors： Krstenansky JL,Khmelnitsky Y

更新日期：1999-10-01 00:00:00

abstract：:With the aim of developing small molecular non-peptide beta-secretase (BACE) inhibitors, Leu*Ala hydroxyethylene (HE) was investigated as a scaffold to design and synthesize a series of compounds. Taking advantage of efficient combinatorial synthesis approaches and molecular modeling, extensive structure-activity rela...

journal_title：Bioorganic & medicinal chemistry

authors： Xiao K,Li X,Li J,Ma L,Hu B,Yu H,Fu Y,Wang R,Ma Z,Qiu B,Li J,Hu D,Wang X,Shen J

更新日期：2006-07-01 00:00:00

abstract：:In vivo antimalarial drug candidates screening test was carried out on a series of water-soluble 3,7-bis(dialkylamino)phenoxazin-5-ium derivatives. Among them, 3-(diethylamino)-7-(piperidin-1-yl)phenoxazin-5-ium chloride (SSJ-206) showing highest efficacy was chosen for further pharmcodynamics and pharmacokinetics stu...

journal_title：Bioorganic & medicinal chemistry

authors： Yang M,Ge JF,Arai C,Itoh I,Fu Q,Ihara M

更新日期：2009-02-15 00:00:00

abstract：:The chemistries of S-nitroso-DL-penicillamine (SNAP) and S-nitrosoglutathione (GSNO) in relation to their ability to relax vascular smooth muscle and prevent platelet aggregation have been investigated. Metal ion catalysis greatly accelerates the decomposition of SNAP, but has little effect on GSNO. Instead, NO releas...

journal_title：Bioorganic & medicinal chemistry

authors： Askew SC,Butler AR,Flitney FW,Kemp GD,Megson IL

更新日期：1995-01-01 00:00:00

abstract：:Bovine plasma amine oxidase (BPAO) was previously shown to be irreversibly inhibited by propargylamine and 2-chloroallylamine. 1,4-Diamine versions of these two compounds are here shown to be highly potent inactivators, with IC50 values near 20 microM. Mono-N-alkylation or N,N-dialkylation greatly lowered the inactiva...

journal_title：Bioorganic & medicinal chemistry

authors： Jeon HB,Lee Y,Qiao C,Huang H,Sayre LM

更新日期：2003-10-15 00:00:00

abstract：:1,11-Didechloro-6-methyl-4'-O-demethyl rebeccamycin (JDC-108), a rebeccamycin analog possessing potent anti-tumor activities, was prepared via a concise one-pot strategy in good yield. The interaction between JDC-108 and human serum albumin (HSA) was studied by spectroscopic methods including fluorescence spectroscopy...

journal_title：Bioorganic & medicinal chemistry

authors： Cui F,Qin L,Zhang G,Liu X,Yao X,Lei B

更新日期：2008-08-15 00:00:00

abstract：:A novel artificial peptide named HPH-Pep, comprising a pyridine and two histidine units, was synthesized. The HPH-Pep-CuII complex had unique pentacoordinated structure as shown by X-ray crystallography and exhibited superoxide-scavenging activity as indicated by ESR spectroscopy. The superoxide-quenching profile of H...

journal_title：Bioorganic & medicinal chemistry

authors： Otsuka M,Satake H,Murakami S,Doi M,Ishida T,Shibasaki M,Sugiura Y

更新日期：1996-10-01 00:00:00

abstract：:It was shown that a new taxane analogue 3, which exhibited both in vitro antitumor activity and in vivo efficacy by both i.v. and p.o. administration, was prone to be metabolized by human liver microsomes. We identified a major metabolite, M-1, generated by human liver microsomes as 20a, a hydroxylated compound at the...

journal_title：Bioorganic & medicinal chemistry

authors： Takeda Y,Uoto K,Chiba J,Horiuchi T,Iwahana M,Atsumi R,Ono C,Terasawa H,Soga T

更新日期：2003-10-01 00:00:00

abstract：:The permeability of dipeptide derivatives containing tryptophans and indole derivatives through Caco-2 cells was used as an in vitro intestinal absorption model in order to clarify structural factors which influence their intestinal epithelial permeation and metabolism. Most peptide derivatives were hydrolysed not onl...

journal_title：Bioorganic & medicinal chemistry

authors： Ano R,Kimura Y,Urakami M,Shima M,Matsuno R,Ueno T,Akamatsu M

更新日期：2004-01-02 00:00:00

abstract：:This study measured the antiplasmodial activity of nine zinc-dipicolylamine (ZnDPA) complexes against three strains of Plasmodium falciparum, the causative parasite of malaria. Growth inhibition assays showed significant activity against all tested strains, with 50% inhibitory concentrations between 5 and 600nM and al...

journal_title：Bioorganic & medicinal chemistry

authors： Rice DR,de Lourdes Betancourt Mendiola M,Murillo-Solano C,Checkley LA,Ferdig MT,Pizarro JC,Smith BD

更新日期：2017-05-15 00:00:00