Two New and a Known Compound from Lawsonia inermis

Abstract

A new obtusafuran derivative, lawsonicin (1), and a new naphthaquinone, lawsonadeem (2), along with a known constituent, vomifoliol (3), were isolated from the aerial parts of Lawsonia alba and characterized by chemical transformation and spectroscopic experiments, including 2D‐NMR techniques.

Two New Triterpenoids from Lawsonia alba

“…The plant has been reported to contain various 0932-0776 / 05 / 0100-0037 $ 06.00 c 2005 Verlag der Zeitschrift für Naturforschung, Tübingen · http://znaturforsch.com compounds like coumarins, flavonoids, gallic acid, naphthalene derivatives, lupane type triterpenoids [3], aliphatic constituents, phenolic glycosides and xanthones [4]. As a result of earlier studies on the chemical constituents of the aerial parts of L. alba, four new constituents Lawsonin, lawsonic acid, lawsonicin and lawsonadeem were reported [5,6]. A continuation of these investigations has resulted in the isolation and structure elucidation of two further compounds named as lawsowaseem (1) and lawsoshamim (2).…”

Studies on the Chemical Constituents from the Seeds of Zizyphus jujuba var. inermis

“…Additionally, one sesquiterpene, vomifoliol (4), 10 and four steroids: β-sitosterol (5), 1,12 stigmasterol (6), 1,12 stigmasta-5,23-dien-3β-ol (7), 11 and stigmast-4-en-3-one (8),…”

“…3-Pentadecylcatechol (1), vomifoliol (4), stigmasterol (6), lupeol (9), betulinic acid (10), betulinaldehyde (11), and alphitolic acid (12) showed for their antimicrobial activities against Actinomyces viscosus, Enterococcus faecalis, Escherichia coli, Mycobacterium smegmatis, M. aurum, Neisseria gonorrhoeae, Porphyromonas gingivalis, and Prevotella intermedia Staphylococcus aureus, Streptococus mutans. 6,22,25,28,[30][31] The seeds extracts contain compounds (1,4,6,9,10,11,12 (Fig. 2).…”

“…C-NMR data with related data from the cited literatures [1][2][3][8][9][10][11][12][13][16][17] : one urushiol (1), one monoterpenoid (2), two sesquiterpenoids (3 and 4), four steroids (5 -8), and fourteen triterpenoids (9 -22).…”

Two New Diterpenoid Glucosides from Clerodendrathus spicatus

“…Previous studies on this plant disclosed the presence of flavonoids, polyphenolic acids, and diterpenes [1 -6]. Our phytochemical investigation on the 50% EtOH extract of the title plant led to the isolation of 18 compounds, comprising clerodendranthuside B (1), a new 8b-hydroxyisopimarene-type diterpenoid glucoside, and clerodendranthuside C (2), a new rearranged abietanoid-type diterpenoid glucoside, along with sixteen known compounds including four lignans, i.e., syringaresinol [7], syringaresinol 4'-O-bglucopyranoside [8], 1-hydroxysyringaresinol [9], and 8-hydroxypinoresinol [10], five miscellaneous phenylpropanoids, i.e., 2,6,2',6'-tetramethoxy-4,4'-bis(2,3-epoxy-1-hydroxypropyl)biphenyl [11], albibrissinoside B [12], glypentoside C [13], ethyl caffeate [14], and (2S,E)-N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]ferulamide [15], two flavonoids, i.e., prunin [16] and (2S)-naringenin [17], one sesquiterpenoid glycoside, amarantholidol A glycoside [18], two triterpenoid glycosides, i.e., arjunglucoside I [19] and arjungenin-23,28-bis-O-glucopyranoside [20], one megastigmane, i.e., vomifoliol [21], and one anthraquinone, i.e., emodin [22]. Except for prunin, (2S)-naringenin, and vomifoliol, the above other compounds were reported from this genus for the first time.…”