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6-Hydr-oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a,10,10a-hexa-hydro-phenanthren-9(1H)-one.

ABSTRACT: The title compound, C(20)H(28)O(2), commonly named Sugiol, is a natural oxygenated diterpene that we have isolated for the first time from a hexane extract of the fruits of Juniperus Oxycedrus L. Its X-ray crystal structure determination confirms an abietane skeleton which was predicted by spectroscopic analysis, mainly by (1)H and (13)C NMR. The cyclo-hexane ring adopts a flattened chair conformation, while the cyclo-hexene ring adopts an envelope conformation. The mol-ecules are linked through O-H⋯O hydrogen bonds to form a zigzag chain extending parallel to the c axis.

SUBMITTER: Rajouani N

PROVIDER: S-EPMC2960938 | biostudies-literature |

REPOSITORIES: biostudies-literature

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7-Hy-droxy-8-isopropyl-1,1,4a-trimethyl-4a,9,10,10a-tetra-hydro-phenanthren-2(1H)-one.

Project description:The title compound, C(20)H(26)O(2), was isolated from a chloro-form extract of Tetra-clinis articulata wood. The mol-ecule contains three fused rings which exhibit different conformations. The non-aromatic oxo-substituted ring has a screw-boat conformation, while the central ring has a half-chair conformation. In the crystal, mol-ecules are linked to each other by inter-molecular O-H?O hydrogen bonds involving the carbonyl and hy-droxy groups.

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(4aS,10aS)-7-Hydr-oxy-8-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octa-hydro-phenanthrene: a new diterpenoid compound.

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(11aS)-8-Hydr-oxy-7-meth-oxy-2,3,5,10,11,11a-hexa-hydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-3,11-dione.

Project description:The title chiral compound, C(13)H(14)N(2)O(4), was prepared by an intra-cyclization reaction of methyl (S)-1-(4-hydr-oxy-5-meth-oxy-2-nitro-benz-yl)-5-oxopyrrolidine-2-carboxyl-ate in the presence of ethanol and iron. The five-membered substituted pyrrole ring adopts an approximate envelope conformation, while the seven-membered substituted diazepine ring displays a twist-boat conformation. Inter-molecular O-H⋯O and N-H⋯O hydrogen bonding helps to stabilize the crystal structure.

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(1R,3aR,5aS,6S,8aR,8bR,9aS)-1-Hydr-oxy-6-isopropyl-1,3a,5a-trimethyl-perhydro-cyclo-penta-[a]cyclo-propa[i]naphthalen-4-one.

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