8β-hydroxypimar-15-en-19-oic acid from Taxodium mucronatum

Pimarane Diterpenes and a Sesquiterpene from Salzmmania nitida

“…306 observed in the mass spectrum. The 13 C NMR spectra data besides the peaks observed in the mass spectrum of 2 were identical to those of (-)-thermarol (Matsuo et al 1976, Ramos et al 1984. The cross peaks of NOE between H-9/H-12, H-1/H-20, H-12/H-9, H-17, H-14/H-17, H-19(δ H 3.48)/H-1,H-20 and H-17/H-14α, H-15 observed in the NOESY spectra along with information from homonuclear 1 Hx 1 H-COSY were used to confirm the structure for 2.…”

“…Furthermore, this analysis allowed us to make the first detailed assignment of all hydrogen chemical shifts of thermarol, Table I. The optical rotation of 2, [α] D = +8.28 (CHCl 3 , c 0.052), has the same sign of (+)-thermarol prepared by reduction of 8β-Hydroxypimar-15-en-19-oic acid, isolated from Taxodium mucronatum (Ramos et al 1984) (Fig. 1).…”

“…The location of the hydroxyl group at C-8 was confirmed by the chemical shift at 72.0 ppm besides the signals of long-range (1) coupling with H-6, H-9 and 2H-14 in the HMBC experiment. Additional signals showing correlation between 3H-20 and C-1, C-5 and C-9, 3H-17 with C-12, C-14 and C-15 together with comparison of (-)-thermarol 13 C NMR chemical shifts (Matsuo et al 1976, Ramos et al 1984 allowed to assign hydrogen and carbon chemical shifts as shown in Table I. The peaks in the mass spectrum of 1 have the same m/z values described in the literature for a thermarol derivative (Takaishi et al 1997).…”

Ethnobotany, Phytochemistry, and Biological Activities of Taxodium Rich.

“…In addition, chest pains could be treated and potentially cured by inhaling the smoke from burning wood and branches. Currently, the bark, branches, leaves and cones of this tree are used to create infusions or ointments for the treatment of wounds, gout, cardiac diseases, hemorrhoids, ulcers and varices, to relieve rheumatic pain, or as antispasmodics for the treatment of diarrhea and bronchial problems [3,4]. Martínez reported that resinous parts of the leaves and cones may effectively treat herpes and leg tumors and reduce inflammation and rapidly resolve articular diseases [24].…”

“…The trees are especially prized for their wood, of which the heartwood is extremely rot and termite resistant [2]. Taxodium leaves and cones, which are particularly rich in essential oils were used as folk medicine to treat skin, gastro-intestinal, respiratory, inflammation, and infections [3,4]. In vitro assays support some of the medicinal uses but need to be confirmed by further pharmacological investigations and human clinical trials.…”