Isobergapten
Isobergapten is a plant growth regulating substance, it is the principal constituents responsible for the antimycobacterial activity of the roots of Heracleum maximum; it may form an important class of natural defensive agents against fungi.Isobergapten shows anti-proliferative activity and causes G2/M arrest at concentrations of 0.05-15.0 μM.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to
24 months(2-8C).
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.
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The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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J Ethnopharmacol. 2013 May 2;147(1):232-7.
The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins.[Pubmed:
23501157]
Heracleum maximum is amongst the most commonly used plants by the indigenous peoples of North America. The First Nations of the eastern Canada use infusions of Heracleum maximum roots for the treatment of respiratory ailments including tuberculosis. Previous investigations of extracts derived from the roots of Heracleum maximum have shown it to possess antimycobacterial activity. To isolate and identify antimycobacterial constituents from the roots of Heracleum maximum.
METHODS AND RESULTS:
A methanolic extract of Heracleum maximum roots was subjected to bioassay guided fractionation using the microplate resazurin assay (MRA) to assess inhibitory activity against Mycobacterium tuberculosis strain H37Ra. The antimycobacterial constituents were identified by NMR, MS and polarimetry. The polyacetylene (3R,8S)-falcarindiol and the furanocoumarins bergapten, Isobergapten, angelicin, sphondin, pimpinellin, isopimpinellin and 6-isopentenyloxyIsobergapten were isolated from the Heracleum maximum root extract. (3R,8S)-Falcarindiol and 6-isopentenyloxyIsobergapten exhibited MICs of 24 μM and 167 μM and IC50s of 6 μM and 27 μM against Mycobacterium tuberculosis H37Ra respectively. The remaining furanocoumarins bergapten, Isobergapten, angelicin, sphondin, pimpinellin, and isopimpinellin were less active, with MICs of 925, 1850, 2149, 1859, 812 and 1625 μM and IC50s of 125, 344, 350, 351, 389 and 406 μM.
CONCLUSIONS:
(3R,8S)-Falcarindiol, bergapten, Isobergapten, angelicin, sphondin, pimpinellin, isopimpinellin and 6-isopentenyloxyIsobergapten were identified as the principal constituents responsible for the antimycobacterial activity of the roots of Heracleum maximum. This work supports the ethnopharmacological use of Heracleum maximum by Canadian First Nations and Native American communities as a treatment for infectious diseases, specifically tuberculosis.
Phytochemistry, 1982, 21(9):2213-5.
Plant growth regulators from Heracleum lanatum.[Reference:
WebLink]
The plant growth regulating substances, pimpinellin, isopimpinellin, bergapten, Isobergapten, vaginidiol, sphondin, scopoletin, umbelliferone, ferulic.
Ann. Appl. Biol., 1966, 57(3):501-8.
The fungitoxicities of plant furocoumarins.[Reference:
WebLink]
SUMMARYA mixture of the furocoumarins pimpinellin, isopimpinellin, Isobergapten and sphondin isolated from Heracleum sphondylium root was toxic to Gloeosporium limetticola, Botryis cinerea, Sclerotinia fructigena and Stereum purpureum at 200 p.p.m. or less in nutrient medium. The extractive of the leaves of plants that contain furocoumarins suppressed in vivo growth of G. limetticola and B. cinerea at concentrations lower than the contents of the extractive in the leaves.
CONCLUSIONS:
Furocoumarins may form an important class of natural defensive agents against fungi; this possibility is discussed.
J Nat Med. 2014 Jan;68(1):83-94.
Anti-tumor effects of various furocoumarins isolated from the roots, seeds and fruits of Angelica and Cnidium species under ultraviolet A irradiation.[Pubmed:
23649674]
We examined the effects on cell proliferation of 10 methoxyfurocoumarins and 7 dihydrofurocumarins isolated from Umbelliferae medicinal plants, and their mechanisms of action against B16F10 melanoma cells or in melanin-possessing hairless mice implanted with B16F10 melanoma cells, under UVA irradiation.
METHODS AND RESULTS:
Furocoumarins having a methoxy group, such as bergapten (1), xanthotoxin (2), phellopterin (4), byakangelicin (6), neobyakangelicin (8), Isobergapten (9) and sphondin (10), showed anti-proliferative activity and caused G2/M arrest at concentrations of 0.05-15.0 μM. The 7 dihydrofurocoumarins had no effect. UVA plus 1, 2, 4, 6 and sec-O-acetylbyakagelicin (7), having one methoxy group at the C-5 position and a linear-type conformation, reduced tumor growth and final tumor weight in B16F10-bearing mice at 0.5 or 1.0 mg/kg (intraperitoneal injection). UVA plus 1 and 2 increased Chk1 phosphorylation and decreased cdc2 (Thr 161) phosphorylation in the melanoma cells.
CONCLUSIONS:
The anti-tumor actions of UVA plus furocoumarins having a methoxy group might be due to the arrest of the cell cycle at G2/M through an increase in phospho-Chk1 and reduction in phospho-cdc2.
