Dataset Information

1?,11?,15?-Triacet-oxy-7?-hydroxy-7?,20-ep-oxy-ent-kaur-16-en-6-one.

ABSTRACT: The title compound, C(26)H(34)O(9), a natural ent-kaurane diterpenoid, is composed of four rings with the expected cis and trans junctions. In the crystal structure, the mol-ecules stack along the a axis and are linked together by inter-molecular O-H?O hydrogen bonds.

SUBMITTER: Yan FL

PROVIDER: S-EPMC2971301 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Publications

1α,11α,15β-Triacet-oxy-7β-hydroxy-7α,20-ep-oxy-ent-kaur-16-en-6-one.

Yan Fu-Lin FL Di Xue-Mei XM Feng Chuang C Hou Rei-Jie RJ

Acta crystallographica. Section E, Structure reports online 20091017 Pt 11

The title compound, C(26)H(34)O(9), a natural ent-kaurane diterpenoid, is composed of four rings with the expected cis and trans junctions. In the crystal structure, the mol-ecules stack along the a axis and are linked together by inter-molecular O-H⋯O hydrogen bonds. ...[more]

PMID: 21578364

Similar Datasets

Project description:Ent-11α-hydroxy-15-oxo-kaur-16-en-19-oic acid (11αOH-KA) is a multifunctional biochemical found in some ferns, Pteris semipinnata, and its congeneric species. Although a number of therapeutic applications of 11αOH-KA have been proposed (e.g., anti-cancer, anti-inflammation, and skin whitening), the content of 11αOH-KA in these ferns is not high. Adenostemma lavenia (L.) O. Kuntze, an Asteraceae, has also been reported to contain 11αOH-KA. The decoction (hot water extract) of whole plants of A. lavenia is used as a folk remedy for inflammatory disorders, such as hepatitis and pneumonia, suggesting that 11αOH-KA may be the ingredient responsible for the medicinal properties of this plant. The anti-melanogenic activities of the water extracts of A. lavenia leaves and Pteris dispar Kunze (a cognate of P. semipinnata) leaves were compared in mouse B16F10 melanoma cells. The amount of 11αOH-KA was measured by using liquid chromatography spectrometry. C57BL/6J mice were treated with the water extract of A. lavenia leaf, and the blood concentration of 11αOH-KA was measured. The in vivo efficacy of the water extract of A. lavenia leaf was evaluated according to tis anti-melanogenic activity by monitoring hair color. Although both the extracts (A. lavenia and P. dispar Kunze) showed high anti-melanogenic activities, only A. lavenia contained a high amount of 11αOH-KA, approximately 2.5% of the dry leaf weight. 11αOH-KA can be purified from A. lavenia leaves in two steps: water extraction followed by chloroform distribution. The treatment of mice with the water extract of A. lavenia leaf suppresses pigmentation in their hairs. Despite the small number of mice examined, the present preliminary result of the suppressed hair pigmentation suggests that the water extract of A. lavenia leaf and the ingredient that is possibly responsible for this-11αOH-KA-are new materials for oral cosmetics. The results may also be helpful in the future development of functional foods and methods to treat patients suffering from hyperpigmentation disorders, such as melasma.

Dataset Information

1?,11?,15?-Triacet-oxy-7?-hydroxy-7?,20-ep-oxy-ent-kaur-16-en-6-one.

Publications

1α,11α,15β-Triacet-oxy-7β-hydroxy-7α,20-ep-oxy-ent-kaur-16-en-6-one.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets