Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 "Clicktophycin-52": a bioactive cryptophycin-52 triazole analogue.

Literature DB >> 20131817

"Clicktophycin-52": a bioactive cryptophycin-52 triazole analogue.

Markus Nahrwold¹, Tobias Bogner, Stefan Eissler, Spart Verma, Norbert Sewald.

Abstract

An endocyclic trans-amide linkage within the macrocyclic antitumor agent cryptophycin-52 was replaced by a 1,4-disubstituted 1H-1,2,3-triazole ring. Macrocyclisation of the triazole analogue was accomplished by macrolactamization as well as by Cu(I)-mediated "click"-cyclization. Compared to cryptophycin-52, in vitro cytotoxicity of "clicktophycin-52" against the multidrug resistant human cancer cell line KB-V1 is only slightly reduced.

Entities: Chemical Disease Species

Mesh：

Substances：

Year: 2010 PMID： 20131817 DOI： 10.1021/ol1000473

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

Keyword Cloud
Cited

13 in total

1. Diversity-oriented synthesis of macrocyclic peptidomimetics.

Authors: Albert Isidro-Llobet; Tiffanie Murillo; Paula Bello; Agostino Cilibrizzi; James T Hodgkinson; Warren R J D Galloway; Andreas Bender; Martin Welch; David R Spring
Journal: Proc Natl Acad Sci U S A Date: 2011-03-07 Impact factor: 11.205

2. A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation.

Authors: Benedikt Sammet; Mathilde Brax; Norbert Sewald
Journal: Beilstein J Org Chem Date: 2011-02-22 Impact factor: 2.883

3. A diversity-oriented synthesis strategy enabling the combinatorial-type variation of macrocyclic peptidomimetic scaffolds.

Authors: Albert Isidro-Llobet; Kathy Hadje Georgiou; Warren R J D Galloway; Elisa Giacomini; Mette R Hansen; Gabriela Méndez-Abt; Yaw Sing Tan; Laura Carro; Hannah F Sore; David R Spring
Journal: Org Biomol Chem Date: 2015-04-21 Impact factor: 3.876

4. Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics.

Authors: Matthias Wünsch; David Schröder; Tanja Fröhr; Lisa Teichmann; Sebastian Hedwig; Nils Janson; Clara Belu; Jasmin Simon; Shari Heidemeyer; Philipp Holtkamp; Jens Rudlof; Lennard Klemme; Alessa Hinzmann; Beate Neumann; Hans-Georg Stammler; Norbert Sewald
Journal: Beilstein J Org Chem Date: 2017-11-15 Impact factor: 2.883

5. Novel unit B cryptophycin analogues as payloads for targeted therapy.

Authors: Eduard Figueras; Adina Borbély; Mohamed Ismail; Marcel Frese; Norbert Sewald
Journal: Beilstein J Org Chem Date: 2018-06-01 Impact factor: 2.883

6. Octreotide Conjugates for Tumor Targeting and Imaging.

Authors: Eduard Figueras; Ana Martins; Adina Borbély; Vadim Le Joncour; Paola Cordella; Raffaella Perego; Daniela Modena; Paolo Pagani; Simone Esposito; Giulio Auciello; Marcel Frese; Paola Gallinari; Pirjo Laakkonen; Christian Steinkühler; Norbert Sewald
Journal: Pharmaceutics Date: 2019-05-07 Impact factor: 6.321

"Clicktophycin-52": a bioactive cryptophycin-52 triazole analogue.

1. Diversity-oriented synthesis of macrocyclic peptidomimetics.

2. A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation.

3. A diversity-oriented synthesis strategy enabling the combinatorial-type variation of macrocyclic peptidomimetic scaffolds.

4. Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics.

5. Novel unit B cryptophycin analogues as payloads for targeted therapy.

6. Octreotide Conjugates for Tumor Targeting and Imaging.

7. Total synthesis and biological evaluation of fluorinated cryptophycins.

Review 8. Macrocyclic drugs and synthetic methodologies toward macrocycles.

Review 9. Tubulin Inhibitor-Based Antibody-Drug Conjugates for Cancer Therapy.

10. Michaelis-Arbuzov-Type Reaction of 1-Imidoalkyltriarylphosphonium Salts with Selected Phosphorus Nucleophiles.