Antarlide
Antarlide refers to a family of macrocyclic polyketide natural products (antarlides A–H) isolated from Streptomyces sp. BB47. These compounds are notable for their potent activity as androgen receptor (AR) antagonists, including activity against mutant ARs associated with resistance to clinically used antiandrogens.[1]
Biological activity
[edit]Antarlides act as androgen receptor antagonists, inhibiting both wild-type and clinically relevant mutant ARs in vitro. This activity is significant for the treatment of prostate cancer, particularly in cases where resistance to standard AR antagonists has developed.[1]
Synthesis
[edit]The complex structure of antarlides has inspired synthetic efforts. A recent report describes a practical and efficient synthesis of the C8–C23 fragment of antarlides A–H, incorporating six stereocenters and a conjugated diene. This synthesis utilized CBS reduction, Evans' aldol reaction, Keck–Maruoka allylation, and enzymatic resolution, demonstrating the feasibility of assembling key structural motifs of the antarlides.[2]
References
[edit]- ^ a b Saito, Shun; Fujimaki, Takahiro; Panbangred, Watanalai; Igarashi, Yasuhiro; Imoto, Masaya (2016-02-18). "Antarlides: A New Type of Androgen Receptor (AR) Antagonist that Overcomes Resistance to AR-Targeted Therapy". Angewandte Chemie (International ed. In English). 55 (8): 2728–2732. doi:10.1002/anie.201510079. ISSN 1521-3773. PMID 26805525.
- ^ Ghosh, Palash; Das, Pralay; Mainkar, Prathama S.; Kumaraguru, Thenkrishnan; Madhavachary, Rudrakshula; Chandrasekhar, Srivari (2024-07-17). "Stereo flexible synthesis of the C8–C23 fragment of antarlides, androgen receptor antagonists". Organic & Biomolecular Chemistry. 22 (28): 5797–5802. doi:10.1039/D4OB00852A. ISSN 1477-0539. PMID 38946203.
 | This article needs additional or more specific categories. (May 2025) |