Ethyl acetate extract of the sponge Ircinia sp., collected by SCUBA divers off the coast of southern India, contained a cholest-based sterol of insignificant antimicrobial activity, with one carboxylic acid side chain (3α, 7β-dihydroxy-5β-cholan-24-oic acid, DCA). The structure of the compound was determined by spectroscopic data and single crystal X-ray diffraction studies. DCA crystallizes in the tetragonal space group P41212, chirality documented by solution optical rotation [α]D = +67.4° (c 0.16, CHCl3).
SinghKS, KaminskyWH, RodriguesC, NaikCG. (2009) Structural studies and antimicrobial properties of norcembrane diterpenoid from an Indian soft coral Sinularia inelegans Tixier-Durivault. Journal of Chemical Sciences, 121, 1041–1046.
2.
AllenFH, KennardO, WatsonDG, BrammerL, OrpenAG. (1987) Tables of bond lengths determined by X-ray and neutron-diffraction. 1. Bond lengths in organic-compounds. Journal of the Chemical Society, Perkin Transactions, 2, S1-S19.
3.
MiyataM, TohnaiN, HisakiI. (2007) Supramolecular chirality in crystalline assemblies of bile acids and their derivatives; Three-axial, tilt, helical, and bundle chirality. Molecules, 12, 1973–2000;
4.
MiyataM, TohnaiN, HisakiI. (2007) Crystalline host-guest assemblies of steroidal and related molecules: Diversity, hierarchy, and supramolecular chirality. Accounts of Chemical Research, 40, 694–702;
5.
JoverA, MeijideF, SotoVH, TatoJV, NunezER, Ton-NuH–T, HofmannAF. (2004) Successful prediction of the hydrogen bond network of the 3-oxo-12 alpha-hydroxy-5 beta-cholan-24-oic acid crystal from resolution of the crystal structure of deoxycholic acid and its three 3,12-dihydroxy epimers. Steroids, 69, 379–388;
6.
CerriniS, PochettiG, GalleseF, PossagnoE. (1993) The monoclinic phase of the 2/1 inclusion compound between deoxycholic-acid and o-xylene. Acta Crystallographica, C49, 1087–1092;
Bruker2007: APEX2 Version 2.1-4, SAINT version 7.34A, SADABS version 2007/4, Bruker AXS Inc, Madison, Wisconsin, USA;
9.
AltomareA, BurlaC, CamalliM, CascaranoL, GiacovazzoC, GuagliardiA, MoliterniAGG, PolidoriG, SpagnaR. (1999) SIR97: a new tool for crystal structure determination and refinementJournal of Applied Crystallography, 32, 115–119;
10.
SheldrickGM. (1997) SHELXL-97, Program for the Refinement of Crystal Structures. University of Göttingen, Germany;
11.
FarrugiaLJ. (1997) Ortep-3 for Windows. Journal of Applied Crystallography, 30, 565.