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New 9,10‐Secosteroids from Biotransformations of Hyodeoxycholic Acid with Rhodococcus spp.
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Titel: |
New 9,10‐Secosteroids from Biotransformations of Hyodeoxycholic Acid with Rhodococcus spp. |
In: | Helvetica Chimica Acta, 96, 2013, 6, S. 1062-1071 |
veröffentlicht: |
Wiley
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Umfang: | 1062-1071 |
ISSN: |
0018-019X 1522-2675 |
DOI: | 10.1002/hlca.201200330 |
Zusammenfassung: | <jats:title>Abstract</jats:title><jats:p>The biotransformations of hyodeoxycholic acid with various <jats:italic>Rhodococcus</jats:italic> spp. are reported. Some strains (<jats:italic>i.e., Rhodococcus zopfii, Rhodococcus ruber</jats:italic>, and <jats:italic>Rhodococcus aetherivorans</jats:italic>) are able to partially degrade the side chain at C(17) to afford 6<jats:italic>α</jats:italic>‐hydroxy‐3‐oxo‐23,24‐dinor‐5<jats:italic>β</jats:italic>‐cholan‐22‐oic acid (<jats:bold>2</jats:bold>; 23%) and 6<jats:italic>α</jats:italic>‐hydroxy‐3‐oxo‐23,24‐dinorchol‐1,4‐dien‐22‐oic acid (<jats:bold>3</jats:bold>; 23–30%), together with two new 9,10‐secosteroids <jats:bold>4</jats:bold> and <jats:bold>5</jats:bold> (10–45%), still bearing the partial side chain at C(17) and adopting an intramolecular hemiacetal form. In addition, the 9,10‐secosteroid <jats:bold>5</jats:bold> showed an unprecedented <jats:italic>C(4)‐</jats:italic>hydroxylation. The new secosteroids were fully characterized by MS, IR, NMR, and 2D‐NMR analyses.</jats:p> |
Format: | E-Article |
Quelle: | Wiley (CrossRef) |
Sprache: | Englisch |