Three New Terpenoids from Pinus yunnanensis

Abstract

A new abietatrienoid, 15-methoxydidehydroabietic acid (1), a new ring B-seco abietatrienoid, 10-hydroxy-9,10-secoabieta-8,11,13-trien-18-oic acid (2), and a new tetracyclic triterpenoid, pinusyunnanol (3), together with five known compounds, were obtained from the twigs and needles of Pinus yunnanensis. The structures of the new compounds were elucidated by means of extensive spectroscopic analyses.Introduction. -The genus Pinus is known to be a rich resource of terpenoids [1 -4] and fatty acids [5], some of which exhibited antimicrobial [6] and antiviral [7] activities. Pinus yunnanensis (Pinaceae) is an evergreen tall tree distributed in the southwest of China [8]. In our present work, three new compounds, 15-methoxydehydroabietic acid (1), 10-hydroxy-9,10-secoabieta-8,11,13-trien-18-oic acid (2), and pinusyunnanol (3), along with five known compounds, angustanoic acid D, 7,8-epoxy-1(12)-caryophyllen9b-ol, junicedric acid, 12-hydroxydehydroabietic acid, and (24S)-3b-methoxy-5a-lanost-9(11)-ene-24,25-diol (4), were isolated from the EtOH extracts of the twigs and needles of P. yunnanensis. We report here the isolation and structure elucidation of these compounds by means of extensive spectroscopic analyses.

Compounds from the Roots of Codonopsis pilosula and Their SIRT1 Regulatory Activity

“…Twelve known compounds were identified as perlolyrin (4) [8,9], 3-(9H-β-carbolin-1-yl)acrylic acid methyl ester (5) [8,9], 7β,15dihydroxydehydroabietic acid (6) [10], 7α-methoxy-dehydroabietic acid ( 7) [11], atractylenolide (8) [12], 8β,9α-dihydroxyeudesman-4(15),7(11)-dien-8α,12-olide (9) [13], 15-methoxydehydroabietic acid (10) [14], 15-hydroxydehydroabietic acid (11) [15], 7-oxodehydroabietic acid (12) [16], 8( 14)-podocarpen-13-on-18-oic Acid (13) [17], 7α-hydroxypodocarpen-8( 14)-en-13-on-18-oic acid ( 14) [17], and muurolane-10β,15-diol ( 15) [18], respectively, by comparing their spectroscopic data with literature data.…”

Triterpenoids

“…22 Artabotryols A 13, B 14, C1 15, C2 16, D 17 and E 18 are constituents of the seeds of Artabotrys odoratissimus. 24 The 18(13/17)-abeo-lanostane derivatives abiesatrines A-C 20-22 together with the lanostanes abiesatrines D-H 23-27 have been isolated from Abies georgei. 24 The 18(13/17)-abeo-lanostane derivatives abiesatrines A-C 20-22 together with the lanostanes abiesatrines D-H 23-27 have been isolated from Abies georgei.…”

“…23 Pinusyunnanol 19 is a new derivative from Pinus yunnanensis. 24 The 18(13/17)-abeo-lanostane derivatives abiesatrines A-C 20-22 together with the lanostanes abiesatrines D-H 23-27 have been isolated from Abies georgei. 25 The structure of abiesatrine A 20 was confirmed by X-ray analysis.…”

A novel phenolic compound from Pinus yunnanensis

“…In the Southwest region of Yunnan Province, Pinus yunnanensis is an important economic tree in the forest zone [1]. Previous reports show that a number of compounds, mainly diterpenoids, have been isolated from the bark, twigs, and needles of this plant [2,3]. However, no systematic investigation on the chemical constituents of the cones and seeds is available up to now.…”