The antimitotic Podophyllotoxin and its derivatives- recent synthetic advances

2021 ◽  
Vol 02 ◽  
Author(s):  
Sharon Riaz ◽  
Khalid Mohammed Khan ◽  
Ghayoor Abbas Chotana ◽  
Amir Faisal ◽  
Rahman Shah Zaib Saleem
Keyword(s):  
Total Synthesis ◽  
Chemical Space ◽  
Structural Features ◽  
Biological Evaluation ◽  
One Pot ◽  
Antimitotic Activity ◽  
Structure Activity ◽  
Synthetic Approaches ◽  
Podophyllotoxin Derivatives ◽  
Synthesis And Biological Evaluation

: The substantial antimitotic potential of podophyllotoxin and its derivatives has attracted both synthetic and medicinal chemists to expand the chemical space for the subsequent biological evaluation of these compounds. The interest ranges from total synthesis, hemi-synthesis, one-pot synthetic approaches and structure-activity relationship studies. In the first segment of the review, we present recent development in the synthesis of podophyllotoxin and also describe its mode of action. The second section covers the synthesis and the structure-activity relationships of podophyllotoxin derivatives, along with the discussion of important structural features required by the molecule for displaying antimitotic activity. The last part describes the synthesis and biological evaluation of potent 4-aza podophyllotoxin derivatives. This review is of interest to chemists who study natural and synthetic compounds for drug discovery.

scholarly journals Total Synthesis and Biological Evaluation of Phaeosphaerides

Catalysts ◽  
2018 ◽  
Vol 8 (5) ◽  
pp. 206 ◽  
Author(s):  
Kenichi Kobayashi ◽  
Kosaku Tanaka ◽  
Hiroshi Kogen
Keyword(s):  
Crystal Structure ◽  
Natural Products ◽  
Total Synthesis ◽  
Structure Analysis ◽  
Endophytic Fungus ◽  
Biological Evaluation ◽  
Crystal Structure Analysis ◽  
X Ray ◽  
Structure Activity ◽  
Synthesis And Biological Evaluation

This article reviews studies regarding the total synthesis of phaeosphaerides A and B, nitrogen-containing bicyclic natural products isolated from an endophytic fungus. Numerous synthetic efforts and an X-ray crystal structure analysis of phaeosphaeride A have enabled revision of its originally proposed structure. In addition, a successful protic acid-mediated transformation of phaeosphaeride A to phaeosphaeride B revealed the hypothetical biosynthesis of phaeosphaeride B from phaeosphaeride A. Structure–activity relationship studies of phaeosphaeride derivatives are also discussed.

scholarly journals Synthesis and biological evaluation of 1,2-disubsubstituted 4-quinolone analogues ofPseudonocardiasp. natural products

2018 ◽  
Vol 14 ◽  
pp. 2680-2688
Author(s):  
Stephen M Geddis ◽  
Teodora Coroama ◽  
Suzanne Forrest ◽  
James T Hodgkinson ◽  
Martin Welch ◽  
...  
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Bacterial Species ◽  
Biological Evaluation ◽  
Human Pathogen ◽  
Growth Defects ◽  
Structure Activity ◽  
Related Series ◽  
Relationship Of ◽  
Synthesis And Biological Evaluation

A series of analogues ofPseudonocardiasp. natural products were synthesized, which have been reported to possess potent antibacterial activity againstHelicobacter pyloriand induce growth defects inEscherichia coliandStaphylococcus aureus. Taking inspiration from a methodology used in our total synthesis of natural products, we applied this methodology to access analogues possessing bulky N-substituents, traditionally considered to be challenging scaffolds. Screening of the library provided valuable insights into the structure–activity relationship of the bacterial growth defects, and suggested that selectivity between bacterial species should be attainable. Furthermore, a structurally related series of analogues was observed to inhibit production of the virulence factor pyocyanin in the human pathogenPseudomonas aeruginosa, which may be a result of their similarity to thePseudomonasquinolone signal (PQS) quorum sensing autoinducer. This provided new insights regarding the effect of N-substitution in PQS analogues, which has been hitherto underexplored.

scholarly journals Xylochemical Synthesis and Biological Evaluation of Shancigusin C and Bletistrin G

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3224
Author(s):  
Leander Geske ◽  
Ulrich Kauhl ◽  
Mohamed E. M. Saeed ◽  
Anja Schüffler ◽  
Eckhard Thines ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Activities ◽  
Biological Evaluation ◽  
Aromatic Substitution ◽  
Substitution Reactions ◽  
Total Syntheses ◽  
Wittig Olefination ◽  
Starting Point ◽  
Perkin Reaction ◽  
Synthesis And Biological Evaluation

The biological activities of shancigusin C (1) and bletistrin G (2), natural products isolated from orchids, are reported along with their first total syntheses. The total synthesis of shancigusin C (1) was conducted by employing the Perkin reaction to forge the central stilbene core, whereas the synthesis of bletistrin G (2) was achieved by the Wittig olefination followed by several regioselective aromatic substitution reactions. Both syntheses were completed by applying only renewable starting materials according to the principles of xylochemistry. The cytotoxic properties of shancigusin C (1) and bletistrin G (2) against tumor cells suggest suitability as a starting point for further structural variation.

Total synthesis and biological evaluation of Wewakazole

2017 ◽  
Vol 33 (6) ◽  
pp. 890-894 ◽  
Author(s):  
Bohua Long ◽  
Jingzhao Zhang ◽  
Xueyan Wang ◽  
Xudong Tang ◽  
Zhengzhi Wu
Keyword(s):  
Total Synthesis ◽  
Biological Evaluation ◽  
Synthesis And Biological Evaluation

Total Synthesis and Biological Evaluation of Cortistatins A and J and Analogues Thereof

2009 ◽  
Vol 131 (30) ◽  
pp. 10587-10597 ◽  
Author(s):  
K. C. Nicolaou ◽  
Xiao-Shui Peng ◽  
Ya-Ping Sun ◽  
Damien Polet ◽  
Bin Zou ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Biological Evaluation ◽  
Synthesis And Biological Evaluation

scholarly journals Synthesis, Antiprotozoal Activity, and Cheminformatic Analysis of 2-Phenyl-2H-Indazole Derivatives

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2145
Author(s):  
Karen Rodríguez-Villar ◽  
Lilián Yépez-Mulia ◽  
Miguel Cortés-Gines ◽  
Jacobo David Aguilera-Perdomo ◽  
Edgar A. Quintana-Salazar ◽  
...  
Keyword(s):  
Phenyl Ring ◽  
Medicinal Chemistry ◽  
Structural Features ◽  
Pharmacological Properties ◽  
Antiprotozoal Activity ◽  
One Pot ◽  
Biological Assays ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Synthetic Methodologies

Indazole is an important scaffold in medicinal chemistry. At present, the progress on synthetic methodologies has allowed the preparation of several new indazole derivatives with interesting pharmacological properties. Particularly, the antiprotozoal activity of indazole derivatives have been recently reported. Herein, a series of 22 indazole derivatives was synthesized and studied as antiprotozoals. The 2-phenyl-2H-indazole scaffold was accessed by a one-pot procedure, which includes a combination of ultrasound synthesis under neat conditions as well as Cadogan’s cyclization. Moreover, some compounds were derivatized to have an appropriate set to provide structure-activity relationships (SAR) information. Whereas the antiprotozoal activity of six of these compounds against E. histolytica, G. intestinalis, and T. vaginalis had been previously reported, the activity of the additional 16 compounds was evaluated against these same protozoa. The biological assays revealed structural features that favor the antiprotozoal activity against the three protozoans tested, e.g., electron withdrawing groups at the 2-phenyl ring. It is important to mention that the indazole derivatives possess strong antiprotozoal activity and are also characterized by a continuous SAR.

Sign in / Sign up

Export Citation Format

Share Document