Ent-kaurane diterpenoids from Isodon rubescens var. lushanensis. (1/23)
Four new ent-kaurane diterpenoids lushanrubescensins F-I (1-4), together with 11 known ones, lasiodonin (5), oridonin (6), ponicidin (7), isodonoiol (8), isodonal (9), rabdosin B (10), rabdoternins A and B (11 and 12), enmenol (13), epinodosin (14), and inflexusin (15), were isolated from Isodon rubescens var. lushanensis, and the structures were elucidated by spectroscopic analysis. The inhibitory effect against the K562, Bcap37, BGC823, BIU87, CA, CNE, and Hela cell lines of compounds 3 and 5-10 were evaluated. (+info)Four new diterpenoids from Isodon melissoides. (2/23)
Three new 11beta,16beta-epoxy-ent-kauranoids melissoidesins I-K (1-3) and one new ent-abietanoid melissoidesin L (4) were obtained from the aerial parts of Isodon melissoides (BENTHAM) H. HARA, their structures were established on the basis of the spectral methods, especially two dimensional (2D) NMR spectroscopy. (+info)Ent-kaurane diterpenoids from Isodon rubescens var. rubescens. (3/23)
Five new ent-kaurane diterpenoids xindongnins H-L (1-5), together with five known ones, xindongnins A and B (6, 7), melissoidesins G (8), dawoensin A (9), and glabcensin V (10) were isolated from Isodon rubescens var. rubescens. Their structures were elucidated by spectroscopic methods including extensive 2D NMR techniques. (+info)Novel mechanism of inhibition of nuclear factor-kappa B DNA-binding activity by diterpenoids isolated from Isodon rubescens. (4/23)
The development of specific inhibitors that can block nuclear factor-kappaB (NF-kappaB) activation is an approach for the treatment of cancer, autoimmune, and inflammatory diseases. Several diterpenoids, oridonin, ponicidin, xindongnin A, and xindongnin B were isolated from the herb Isodon rubescens. These compounds were found to be potent inhibitors of NF-kappaB transcription activity and the expression of its downstream targets, cyclooxygenase-2 and inducible nitric-oxide synthase. The mechanisms of action of the diterpenoids against NF-kappaB are similar, but significant differences were also identified. All of the diterpenoids directly interfere with the DNA-binding activity of NF-kappaB to its response DNA sequence. Oridonin and ponicidin have an additional impact on the translocation of NF-kappaB from the cytoplasm to nuclei without affecting IkappaB-alpha phosphorylation and degradation. The effect of these compounds on the interaction of NF-kappaB with consensus DNA sequences is unique. Different inhibitory effects were observed when NF-kappaB bound to various DNA sequences. Both p65/p65 and p50/p50 homodimers, as well as p65/p50 heterodimer association with their responsive DNA, were inhibited. Kinetic studies on NF-kappaB-DNA interaction indicate that the diterpenoids decrease the B(max app) but have no effect on K(d app). This suggests that this class of compounds interacts with both p65 and p50 subunits at a site other than the DNA binding site and subsequently modulates the binding affinity of the transcription factor toward DNA with different NF-kappaB binding sequences. The diterpenoid structure could therefore serve as a scaffold for the development of more potent and selective NF-kappaB inhibitors that target regulated gene transcription. (+info)Ent-abietane and ent-labdane diterpenoids from Isodon parvifolius. (5/23)
A phytochemical investigation on the leaves of Isodon parvifolius yielded three new ent-abietanoids parvifolines L-N (1-3), together with five known ent-abietanoids (4-8) and one known ent-labdane diterpenoid (9). Their structures were determined on the basis of extensive spectroscopic analysis. (+info)A novel synthetic analogue of a constituent of Isodon excisus inhibits transcription of CYP1A1, -1A2 and -1B1 by preventing activation of the aryl hydrocarbon receptor. (6/23)
We investigated the effect of a novel synthetic analogue of a constituent from the Chinese medicinal herb Isodon excisus, 3-(3-methoxy-phenyl)-N-(3, 4, 5-trimethoxy-phenyl)-acrylamide (compound 343), on the carcinogen activation pathway mediated by the aryl hydrocarbon receptor (AhR) in human hepatoma HepG2 cells. We found that compound 343 inhibited the upregulation of cytochrome P-450 (CYP) enzyme activity in cells treated with the AhR ligands and potent carcinogens, dimethylbenz[a]anthracene (DMBA) or 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin (TCDD). Compound 343 also inhibited the DMBA- or TCDD-induced increase in CYP1A1, -1A2 and -1B1 mRNA levels. Carcinogen-induced transcription of CYP genes was also suppressed by compound 343, as measured by a reporter gene controlled by the xenobiotic-responsive element (XRE). This was confirmed by measuring the amount of carcinogen-induced CYP1A1 heterogeneous nuclear RNA. Compound 343 blocked the DMBA- or TCDD-induced activation of the AhR DNA-binding capacity for the XRE, as measured by a chromatin immunoprecipitation assay. Compound 343 also inhibited CYP enzyme activity in microsomes isolated from DMBA- or TCDD-treated cells, as well as the activity of recombinant CYP1A1, -1A2 and -1B1, indicating that compound 343 directly inhibits CYP enzymes. These results indicate that compound 343 is both a potent inhibitor of carcinogen-induced CYP enzyme expression, as well as a direct inhibitor of CYP enzymes. (+info)Authentication and chemical study of isodonis herba and isodonis extracts. (7/23)
Isodonis Herba is used as a Japanese dietary supplement and folk medicine. The extract of the herb (Isodonis extract) is also used as a food additive whose major compound is enmein (1). Here we compared internal transcribed spacer sequences of nuclear ribosomal DNA from Isodonis Herba available on the Japanese and Chinese crude drug markets, and found that the former derived from Isodon japonicus and Isodon trichocarpus, while the latter derived from distinct species such as Isodon eriocalyx. The liquid chromatography/mass spectrometry profiles of Isodonis Herba were classified into four chemotypes (A to D) according to the ratio of the major constituents. Types B and C contained 1 and oridonin (2) as major components, respectively. An intermediate (or mixed) form of types B and C in various ratios was designed type A. Type D contained eriocalyxin B (3) as its major component. Japanese herba were types A-C, while Chinese herba were types C and D. The commercial Isodonis extract products tested were classified as type D, suggesting that they originated from Chinese Herba. Understanding the relationship between extract constituents and DNA profiles is important for the official specification of dietary supplements and food additives of plant origin. (+info)ExcisaninA, a diterpenoid compound purified from Isodon MacrocalyxinD, induces tumor cells apoptosis and suppresses tumor growth through inhibition of PKB/AKT kinase activity and blockade of its signal pathway. (8/23)
(+info)I'm sorry for any confusion, but "Isodon" is not a medical term. It is actually a genus of plants, also known as "Dragon's Claw", which belongs to the mint family (Lamiaceae). Some species of Isodon have been used in traditional medicine in various parts of the world. If you have any questions about a specific medical term or concept, I would be happy to help if I can!
Diterpenes, kaurane refers to a class of diterpenoids with a unique chemical structure called a kaurane skeleton. Diterpenes are a type of terpene, which are natural compounds derived from isoprene units. Kaurane diterpenes are characterized by a particular carbon skeleton consisting of five six-membered rings, including four cyclohexane rings and one cyclopentane ring.
Kaurane diterpenes can be found in various plants, including those used in traditional medicine. Some kaurane diterpenes have been reported to possess biological activities, such as anti-inflammatory, antiviral, and cytotoxic effects. However, more research is needed to fully understand their therapeutic potential and safety profile.
Aerial parts of plants refer to the above-ground portions of a plant, including leaves, stems, flowers, and fruits. These parts are often used in medicine, either in their entirety or as isolated extracts, to take advantage of their medicinal properties. The specific components of aerial parts that are used in medicine can vary depending on the plant species and the desired therapeutic effects. For example, the leaves of some plants may contain active compounds that have anti-inflammatory or analgesic properties, while the flowers of others may be rich in antioxidants or compounds with sedative effects. In general, aerial parts of plants are used in herbal medicine to treat a wide range of conditions, including respiratory, digestive, and nervous system disorders, as well as skin conditions and infections.
Diterpenes are a class of naturally occurring compounds that are composed of four isoprene units, which is a type of hydrocarbon. They are synthesized by a wide variety of plants and animals, and are found in many different types of organisms, including fungi, insects, and marine organisms.
Diterpenes have a variety of biological activities and are used in medicine for their therapeutic effects. Some diterpenes have anti-inflammatory, antimicrobial, and antiviral properties, and are used to treat a range of conditions, including respiratory infections, skin disorders, and cancer.
Diterpenes can be further classified into different subgroups based on their chemical structure and biological activity. Some examples of diterpenes include the phytocannabinoids found in cannabis plants, such as THC and CBD, and the paclitaxel, a diterpene found in the bark of the Pacific yew tree that is used to treat cancer.
It's important to note that while some diterpenes have therapeutic potential, others may be toxic or have adverse effects, so it is essential to use them under the guidance and supervision of a healthcare professional.