Labdane

Labdan , the basic structure of the Labdane

The labdans , or labdan diterpenes , are a group of organic - chemical compounds , built up from natural, bicyclic diterpenes . Their basic structure, the labdan , occurs in a large variety of plants , including Salvia sp. , Plectranthus sp. and Andrographis paniculata .

Labdane consist of a decaline structure with four methyl groups and one 3-methylpentyl radical . They are named after the first chemical compound of their class that was found, labdan, which can be obtained from labdanum , a resin of the lacquer rockrose ( Cistus ladanifer ). Labdans exhibit a variety of biological activities, including antibacterial , antifungal, and antiprotozoal activity. They can also have anti-inflammatory effects and are often fragrances too.

Examples of labdans

• Ambrein
• Labdan
• Abienol
• Forskolin
• Sclareol

literature

• JR Hanson: Diterpenoids of terrestrial origin. In: Natural product reports. Volume 34, Number 10, October 2017, pp. 1233-1243, doi : 10.1039 / c7np00040e , PMID 28875214 .

Individual evidence

1. ↑ External identifiers from or database links to Labdan : CAS number: 561-90-0, PubChem : 9548711 , ChemSpider : 7827634 , Wikidata : Q8214660 .
2. ↑ M. Akaberi, S. Mehri, M. Iranshahi: Multiple pro-apoptotic targets of abietane diterpenoids from Salvia species. In: Fitoterapia. Volume 100, January 2015, pp. 118-132, doi : 10.1016 / j.fitote.2014.11.008 , PMID 25447154 .
3. ↑ S. Waldia, BC Joshi, U. Pathak, MC Joshi: The genus Plectranthus in India and its chemistry. In: Chemistry & biodiversity. Volume 8, Number 2, February 2011, pp. 244-252, doi : 10.1002 / cbdv.201000048 , PMID 21337498 .
4. ↑ LS Chua: Review on liver inflammation and antiinflammatory activity of Andrographis paniculata for hepatoprotection. In: Phytotherapy research: PTR. Volume 28, Number 11, November 2014, pp. 1589–1598, doi : 10.1002 / ptr.5193 , PMID 25043965 .
5. ↑ JD Cocker, TG Halsall, A. Bowers: The chemistry of gum labdanum. I. Some acidic constituents . In: Journal of the Chemical Society . 1956, p. 4259-4262 , doi : 10.1039 / JR9560004259 .
6. ↑ JD Cocker, TG Halsall: The chemistry of gum labdanum. II. The structure of labdanolic acid . In: Journal of the Chemical Society . 1956, p. 4262-4271 , doi : 10.1039 / JR9560004262 .
7. ↑ A.-U. Rahman: Studies in Natural Product Chemistry: Bioactive Natural Products, Part F . ISBN 978-0-08-044001-9 .