Effects of orchinol and related phenanthrenes on the enzymic degradation of indole-3-acetic acid

Stilbene and dihydrophenanthrene derivatives from Pholidota chinensis and their nitric oxide inhibitory and radical-scavenging activities

“…Then cells were incubated at 37°C for approximately 8 h. Total RNA was isolated from the cell pellet using a RNA isolation kit (QIAGEN, Hilden, Germany). Total RNA (250 ng) was reverse-transcribed into cDNA by oligo (dT) [12][13][14][15][16][17][18] primer. The polymerase chain reaction (PCR) samples contained 30 ml of the reaction mixture comprised of 50 mM KCl, 5 mM MgCl 2 , 0.2 mM dNTPs, 0.6 units of Ampli Taq GOLD (Applied Biosystems, CA, USA), and 0.4 mM of sense and antisense primers.…”

“…Accordingly, the structure of 2 was determined as the geometrical isomer of thunalbene, (Z)-3,3¢-dihydroxy-5-methoxystilbene. Compounds 3-11 were identified as lusianthridin (3) [7], cannabidihydrophenanthrene (4) [8], coelonin (5) [9], hircinol (6) [10], erianthridin (7) [11], 4,5-dihydroxy-2meth-oxyl-9,10-dihydrophenanthrene (8) [12], eulophiol (9) [13], 2,4,7-trihydroxy-9,10-dihydrophenanthrene (10) [12], and bulbophylol B (11) [14] by comparison of the physical and spectral data with those described in the literature. Compounds 1-11 were examined for NO production inhibitory activity and DPPH radical-scavenging activity.…”

Phytotoxicity and ultrastructural effects of gymnopusin from the orchid Maxillaria densa on duckweed (Lemna pausicostata) frond and root tissues

“…Batatasin I also inhibited the CO 2 -dependent O 2 evolution and the flow of electrons from water to methylviologen in spinach chloroplasts (Gorham, 1995), and it inhibited the succinate-dependent O 2 uptake in potato tuber mitochondria (Gorham, 1995). Other phenanthrenes such as orchinol, which has a free hydroxyl at the 7-position, inhibit indole-3-acetic acid (IAA) oxidation catalyzed by horseradish peroxidase (Lee et al, 1978). The objectives of this research were (i) to better understand the phytotoxic properties of gymnopusin and erianthridin, (ii) to compare the phytotoxicity and the mammalian cytotoxicity of these compounds; and (iii) to investigate the ultrastructural effects of gymnopusin on frond and root tissues of duckweed.…”

Antiallergic Phenanthrenes and Stilbenes from the Tubers ofGymnadenia conopsea

“…In addition, the methanolic extract and its methanol-eluted fraction inhibited antigen-induced degranulations in rat basophilic leukemia (RBL-2H3) cells. Three new dihydrophenanthrenes named gymAntiallergic Phenanthrenes and Stilbenes from the Tubers of Gymnadenia conopsea Hisashi Matsuda Toshio Morikawa Haihui Xie Masayuki Yoshikawa conopins A ± C (1 ± 3) and a new dihydrostilbene, gymconopin D (4), were isolated from the active fraction (the methanol-eluted fraction from the methanolic extract) together with 10 known constituents, 2-methoxy-9,10-dihydrophenanthrene-4,5-diol (5) [5], 4-methoxy-9,10-dihydrophenanthrene-2,7-diol (6) [6], [7], 1-(4-hydroxybenzyl)-4-methoxyphenanthrene-2,7-diol (7) [7], 1-(4-hydroxybenzyl)-4-methoxy-9,10-dihydrophenanthrene-2,7-diol (8) [6], [7], blestriarene A (9) [8], batatacin III (10) [9], 3¢-Omethylbatatacin III (11) [9], 3,3¢-dihydroxy-2-(4-hydroxybenzyl)-5-methoxybibenzyl (12) [10], 3¢,5-dihydroxy-2-(4-hydroxybenzyl)-3-methoxybibenzyl (13) [10], and 3,3¢-dihydroxy-2,6-bis(4-hydroxybenzyl)-5-methoxybibenzyl (14) [6].…”