Distribution of Longibornane Sesquiterpenes

Abstract

Essentially complete analyses are reported of the sesquiterpene fractions from the leaf oils of Pinus l o n g i f o l i a , P. pinaster, P. t h u n b e r g i i , P. d e n s iflora, C h a m a e c y p a r i s n o o t k a t e n s i s and C. o b t u s a and of oil from the liverwort S cap a n ia u n d u 1 a t a. These species have been recorded as sources of longi/olene and related compounds but the present results differ considerably from those of the previous (often incomplete) analyses. The best sources of longifolene and its relatives were P. p i n a st e r and S. u n d u 1 at a (1 6; 46 O/o of the steam volatile oil respectively) and enantiomorphic compounds were found in the two species. lntroduction Longifolene (I: decahydro-4,8,8-trimethyl-9-methylene-1,4-methanoazulene) is a sesquiterpene with an unusual skeleton that occurs in the natural orders Pinales, Cupressales, and Podocarpales (cf. AKIYOSHI et al., 1960;ZAVARIN et al., 1968); its main source, namely Pinus longifolia, is used in the Indian subcontinent in folk medicine (CHAUDHRY, 1974). Related sesquiterpenes which by analogy with monoterpenes may be classified as members of the longibornane series, are longi-borne01 (11), longicamphor (111), longicyclene (IV) and a-longipinene (V) (cf. VON SCHANTZ and JUVONEN, 1967;SMEDMAN et al. 1969 a, b;and NAYAK and DEV, 1963); these are infrequently found in nature and are always present in smaller proportions than the co-occurring longifolene (Figure 1).

Anthelmintic activity in vitro of Citrus sinensis and Melaleuca quinquenervia essential oil from Cuba on Haemonchus contortus

“…Some studies have reported that compound as responsible for larvicidal activity against Anisakis simplex (Navarro et al, 2008) and acaricidal activity on Rhipicephalus (Boophilus) microplus (Chagas et al, 2002). The quantity found of longifolene (32.95%) was interesting, indicating that M. quinquenervia as a good source of this substance, since according to Banthorpe et al (1977), the best sources of longifolene and its related compounds are Pinus pinaster and Silene undulata (16% and 46% of the steam volatile oil, respectively).…”

Constituents of French Turpentine of Oil fromPinus pinaster(Bordeaux)

“…In spite or the great commercial importance of turpentine oil as starting material for pharmaceuticals [1] and synthetic fragrances [2], the knowledge of its minor constituents is limited. Only 12 components have so far been identified [3], although detailed analysis of the maritime pine leaf oil have been reported [4,5,6].…”