Bripiodionen, a New Inhibitor of Human Cytomegalovirus Protease from <i>Streptomyces</i> sp. WC76599

Shu, Yue‐Zhong; Ye, Qingmei; Kolb, Janet; Huang, Stella; Veitch, Judith A.; Lowe, Susan E.; Manly, Susan P.

doi:10.1021/np970054v

Cited by 19 publications

(16 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The relative positions of C-13 and C-14 was assigned from the lower filed proton signal of H 3 -14 ( δ H 2.10) than H 3 -13 ( δ H 1.74) due to the deshielding effect of 4-carbonyl group. The remaining 1 H and 13 C NMR signals and the HMBC correlations of HN-1 ( δ H 9.79) to C-3 ( δ C 103.2), C-4 ( δ C 183.3) and C-5 ( δ C 129.3) ( Figure 2 and Figure S7 ), along with the careful comparison with known bripiodionen [ 14 ], suggested a 2,4-pyrrolidinedione moiety. Thus, compound 1 had the same core as bripiodionen.…”

Section: Resultsmentioning

confidence: 99%

“…These data indicated that 1a and 1b were a pair of rapidly interconverting E / Z geometric isomers in solution. Bripiodionen and apiodionen also displayed a similar equilibrium [ 14 , 15 ]. We carried out theoretical calculations of energy for stable conformers of 1a and 1b .…”

Section: Resultsmentioning

confidence: 99%

“…Cladodionen ( 1 ) was isolated as an inseparable mixture of two geometric isomers because of dynamic interconversion ( Figure 1 ). Compound 1 represents a new natural skeleton and structurally belonged to hybrid polyketides, and only four examples, bripiodionen [ 14 ], apiodionen [ 15 ], vermelhotin [ 16 ] and hypoxyvermelhotins [ 17 ], have the similar skeleton ( Figure S1 ). Hybrid polyketides are a kind of polyketide-amino acid hybrid fungal metabolites that normally arose from the tetramic acid derivatives and displayed diverse bioactivities [ 18 ].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Cladodionen, a Cytotoxic Hybrid Polyketide from the Marine-Derived Cladosporium sp. OUCMDZ-1635

et al. 2018

View full text Add to dashboard Cite

A new hybrid polyketide, cladodionen (1), together with a new abscisic acid analogue, cladosacid (2), were isolated from the marine-derived fungus, Cladosporium sp. OUCMDZ-1635. Their structures, including the absolute configurations, were fully elucidated on the basis of spectroscopic analysis, ECD spectra, quantum chemical calculations, and chemical methods. Cladodionen (1) showed cytotoxic activities against MCF-7, HeLa, HCT-116, and HL-60 human cancer cell lines with IC50 values of 18.7, 19.1, 17.9, and 9.1 µM.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Cladodionen, a Cytotoxic Hybrid Polyketide from the Marine-Derived Cladosporium sp. OUCMDZ-1635

et al. 2018

View full text Add to dashboard Cite

show abstract

“…225b (SS 225b). The replication of human immunodeficiency virus type 1 (7) and cytomegalovirus (26) were also efficiently inhibited by proteinase inhibitors, produced by Streptomyces species.…”

Section: The Application Of Ss 34-1 Induced a Continuous Rise Of Thmentioning

confidence: 99%

Antiviral Potential of a Proteolytic Inhibitor fromStreptomyces Chromofuscus 34–1

Serkedjieva

Dalgalarrondo²,

Angelova-Duleva

et al. 2012

Biotechnology & Biotechnological Equipment

View full text Add to dashboard Cite

“…And, screening of natural products has also yielded several compounds that have IC 50 values in low µM range. They include bripiodionen from Streptomyces [118] for CMV protease, a cycloartanol sulfate from the green alga Tuemoya sp. for both VZV and CMV proteases [119].…”

Section: A Structure Genomics and Drug Discoverymentioning

confidence: 99%

Impact of Recombinant DNA Technology and Protein Engineering on Structure-Based Drug Design: Case Studies of HIV-1 and HCMV Proteases

Kan

2002

CTMC

View full text Add to dashboard Cite

Structure-based drug design is an organized, multidisciplinary endeavor undertaken by scientists from many different scientific fields. The success of structure-based drug design was only made possible by advances in structure biology that provides the three-dimensional structure of the drug design target with which small molecular chemical ligands interact. Visualization of the conformation and interactions of a small molecule ligand bound to the protein target in the co-crystal structure of the protein:ligand complex enables the design of new chemical compounds with improved binding affinity and specificity. With the advances in molecular biology, lab automation, and computational science, genomic data have now become available for the human genome, as well as various other organisms. The pharmaceutical industry is currently putting forth tremendous effort in the area of functional genomics and structural genomics in attempts to decipher functions and structures of protein encoded by genes, with the ultimate goal of identifying novel targets for drug discovery and development. This chapter discusses the significant impact made by recombinant DNA technology and protein engineering on structural biology and, more specifically, on structure-based drug design.

show abstract

Bripiodionen, a New Inhibitor of Human Cytomegalovirus Protease from Streptomyces sp. WC76599

Cited by 19 publications

References 12 publications

Cladodionen, a Cytotoxic Hybrid Polyketide from the Marine-Derived Cladosporium sp. OUCMDZ-1635

Cladodionen, a Cytotoxic Hybrid Polyketide from the Marine-Derived Cladosporium sp. OUCMDZ-1635

Antiviral Potential of a Proteolytic Inhibitor fromStreptomyces Chromofuscus 34–1

Impact of Recombinant DNA Technology and Protein Engineering on Structure-Based Drug Design: Case Studies of HIV-1 and HCMV Proteases

Contact Info

Product

Resources

About