21747-46-6

Usage

Uses

Used in Pharmaceutical Industry:
(+)-LEDENE is used as an antioxidant for its ability to combat oxidative stress and protect cells from damage. This property makes it a valuable candidate for the development of pharmaceutical products aimed at treating conditions related to oxidative stress.
Used in Antimicrobial Applications:
(+)-LEDENE is used as an antimicrobial agent due to its ability to inhibit the growth of microorganisms, making it a potential candidate for the development of new antibiotics and antifungal agents.
Used in Anti-Biofilm Applications:
(+)-LEDENE is used as an antibiofilm agent to disrupt and prevent the formation of biofilms, which are complex communities of microorganisms that adhere to surfaces and are often resistant to conventional treatments. This application can be particularly useful in the medical and industrial sectors, where biofilm-related infections and contamination are common issues.
Used in Cancer Treatment:
(+)-LEDENE is used as a potential cancer treatment agent, as it has been studied for its ability to target various types of cancer. Its multifaceted properties, including antioxidant, antimicrobial, and antibiofilm activities, make it a promising candidate for further research and development in the field of oncology.

InChI:InChI=1/C15H24/c1-9-6-8-12-14(15(12,3)4)13-10(2)5-7-11(9)13/h10,12-14H,5-8H2,1-4H3

Upstream product

• 489-39-4 (+)-aromadendrene 
• 489-39-4 (+)-aromadendrene 
• 489-41-8 ledol 
• 104472-69-7 pittosporanoside A₁ 
• 32543-79-6 (1S,3R)-2,2-dimethyl-3-(3-oxobutyl)cyclopropane-1-carbaldehyde 
• 4497-92-1 2-carene 
• 41437-00-7 (+)-bicyclogermacrene 

Downstream Products

• 34413-94-0 aromadendr-1⁽¹⁰⁾-en-9-one 

Relevant academic research and scientific papers

Biomimetic synthesis of (+)-ledene, (+)-viridiflorol, (-)-palustrol, (+)-spathulenol, and psiguadial A, C, and D via the platform terpene (+)-bicyclogermacrene

(+)-Bicyclogermacrene is a strained bicyclic and common sesquiterpene found in several essential oils. A short and good yielding synthesis of bicyclogermacrene proceeding in seven steps is reported. This terpene is used as key platform intermediate for a biomimetic access to several aromadendrene sesquiterpenoids, such as ledene, viridiflorol, palestrol, and spathulenol. Furthermore, bicyclogermacrene is shown to be the terpene component in the synthesis of the meroterpenoids psiguadial A, C, and D. Let nature be your guide! A concise synthesis of the terpene (+)-bicyclogermacrene enables its use as a platform for a fast access to a range of different terpenoids of the aromadendrene family and meroterpenoids of the psiguadial family (see scheme).

Chemistry of (+)-aromadendrene. Part 6: Rearrangement reactions of ledene, isoledene and their epoxides

The chemistry of (+)-ledene and (-)-isoledene, both easily available from (+)-aromadendrene has been investigated. Reactions at the double bond of ledene take place preferably from the β-side. Under acidic conditions its C7-C8 β-epoxide and β-diol preferably react via carbocations, which are initially formed at C8. Rearrangement takes place to compounds with cubebane and cadinane skeletons. The reaction pattern of isoledene and its α-epoxide, under acidic conditions, is governed by the easy formation of an intermediate α-cyclopropylcarbinyl carbocation. Further reactions lead to products in which the C2-C3 bond of the cyclopropane ring is broken to give compounds with a guaiane skeleton. Guaiane-type dienes and unsaturated cyclic ethers are the final products of these rearrangements. Several derivatives of these compounds have been prepared.

NEW TERPENOIDS OF THE ESSENTIAL OIL OF LEDUM PALUSTRE

The structures of two new natural compounds isolated from the essential oil of Ledum palustre L. have been established on the basis of their spectral characteristics as p-mentha-1,8(10)-diene 3,9-epoxide (lepaloks) and 3,10-epoxygermacr-4(14)-en-8-one (lepakson).The chemical structure of ledene as a sesquiterpene hydrocarbon has been determined by chemical correlation.

THE STRUCTURES OF SESQUITERPENE GLYCOSIDES FROM Pittosporum tobira Ait

The structures of two new sesquiterpene glycosides, pittosporanoside A1 and A2 isolated from the title plant were determined on the basis of chemical and spectral evidence and X-ray crystal structure analysis.