Draft:Androprostamines A

History
Androprostamine A (APA) is a natural product of Streptomyces sp MK932-CF8 strain. The APA-producing strain was isolated from a soil sample collected in Yokohama, Japan. Andropostamine A was isolated from the fermented broth with Adroprostamine B and Resormycin. Andropostamine A was discovered as a novel inhibitor of Androgen Receptor (AR) functions through extensive screening of cultured broths from different microorganism. Androprostamine A showed potent inhibition against androgen-dependent proliferation of human prostate cancer LNCap and VCaP cells. Androprostamines are known as peptide compounds that share similarities to resormycin but with three distinct non-proteinogenic amino acids. These non-proteinogenic amino acids are dehydroamino acid at the C- terminus,6-homolysine and hydroxyvaline.

Preclinical Studies
Androprostamine A has been further studied in cancer since it was first isolated and has continued to be studied in prostate cancer. It has been tested on different cancer cell lines like breast, ovarian, etc., and even AR-negative prostate cancer. Still, it has demonstrated inhibition toward AR-positive prostate cancer, showing that it is highly selected for AR-positive prostate cancer.

Mechanism of Action
Based on previous studies, APA is a potent inhibitor against androgen-dependent growth of LNCaP and VCaP cells, Its mechanism of inhibition is still unknown.

Physicochemical properties
The chemical formula of Androprostamine A is C26H38ClN5O10. Its molecular weight is 615g/mol.

Synthesis of Androprostamine A
The total synthesis was reported by Hikaru Abe and co-workers.