title: Quest for steroidomimetics: Amino acids derived steroidal and nonsteroidal architectures.
abstract: The chiral pool amino acids have been utilized for the construction of steroidal and non-steroidal architectures in the quest for steroidomimetics. Chirality derived from amino acid-based architectures provides new and easy to incorporate chiral chemical space, which is otherwise very difficult to introduce and comprised of several synthetic steps for asymmetric steroids. The different and exciting ligand-receptor interactions may arise from the use of each amino acid enantiomer that was introduced into the chiral steroidal backbone. The A and D rings of steroidal architectures can be mimicked by the phenyl group of the amino acid tyrosine. The Mitsunobu reaction, nucleophilic substitution and elimination, etc. were utilized for constructing diverse tri- and tetracyclic steroidal skeletons as well as benzofused seco-steroids from amino acids. These benzofused, amino acid-derived steroidal and nonsteroidal molecules had promising biological activity in hormonal related disorders.
authors.affiliation: Department of Mathematics and Natural Sciences, School of Arts and Sciences, American University of Ras Al Khaimah, Ras Al Khaimah, United Arab Emirates. Electronic address: shagufta.waseem@aurak.ac.ae.
authors.lastname: Shagufta
authors.affiliation: Department of Mathematics and Natural Sciences, School of Arts and Sciences, American University of Ras Al Khaimah, Ras Al Khaimah, United Arab Emirates.
authors.forename: Irshad
authors.initials: I
authors.lastname: Ahmad
authors.affiliation: Medicinal and Process Chemistry Division, Sector 10, Jankipuram Extension, Sitapur Road, CSIR-Central Drug Research Institute, Lucknow, 226 031, UP, India. Electronic address: gautam_panda@cdri.res.in.
authors.forename: Gautam
authors.initials: G
authors.lastname: Panda
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D000818:Animals; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D055808:Drug Discovery / Q000379:methods; D006801:Humans; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D001555:Benzene Derivatives; D013256:Steroids
keywords: Chiral amino acid; Nonsteroidal; Seco-steroids; Steroidal; Steroidomimetics