tobacco

Piperonylic acid (2H-1,3-benzodioxole-5-carboxylic acid) is a natural molecule bearing a methylenedioxy function that closely mimics the structure of trans-cinnamic acid. Piperonylic acid selectively inactivate the CYP73A P450 subpopulation.

Myosmine is a minor tobacco alkaloid that is structurally related to nicotine.

3-Methylvaleric Acid is an edible grade flavor present in tobacco.3-Methylvaleric Acid enhances intracellular cAMP accumulation and CRE-luciferase activity in CHO-K1 cells and HEK293 cells.

Sclareolide (Norambreinolide) is a sesquiterpene lactone natural product derived from various plant sources including Salvia yosgadensis, Salvia sclarea, and cigar tobacco. It is a close analog of Sclareol, a plant antifungal compound.

Solanesol (Betulanonaprenol) is a phytochemical present in tobacco leaf. Starting material for synthesis of co-enzyme Q10. Exhibits antiulcer activity.

2',4'-Dimethylacetophenone is a chemical that can be used in biological research. The compound can be used in gas chromatography to detect aldosterone aroma in tobacco compounds and can be used to protect food products.

Germacrene D ((-)-Germacrene D) is a sesquiterpene volatile compound that can be extracted from Solidago canadensis. It is a RIFM fragrance with potential antimicrobial activity and increases the attraction and egg-laying of tobacco budworm moth (Heliothis virescens).

(R,S)-Anatabine is a minor tobacco alkaloid found in the Solanaceae family of plants, and serves as a specific marker for detecting tobacco use.

3-Pyridineacetic acid is a homolog of nicotinic acid, a breakdown product of nicotine and other tobacco alkaloids.

2-Methyldecane is a colorless liquid used primarily as a solvent in organic synthesis reactions, and is also present in spice tobacco and cigarette smoke; it has low inhalation toxicity, and no deaths were observed in rats exposed to saturated vapor concentrations for 4 hours.

Harmane (Loturine) is a bio-active β-Carboline and monoamine oxidase inhibitor found in coffee and tobacco smoke.

β-Cembrenediol (β-CBT) is a natural product from tobacco plants that is found in cigarette smoke condensate. β-CBT inhibits induction of the early antigen of Epstein-Barr virus (EA-EBV) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in vitro (IC50 = 21.9 μM). It inhibits tumor promoting effects of TPA on 7,12-demethylbenz[a]anthracene-induced papilloma formation in vivo. β-CBT is also released into soil by flue-cured tobacco plants and exerts autotoxicity as well as phytotoxic activity against L. sativa seedlings.

Malformin A is a cyclopentapeptide fungal metabolite that has been found in A. niger and has diverse biological activities. It is a plant growth regulator that induces malformations in plant structure. Malformin A inhibits replication of tobacco mosaic virus (TMV) in local lesion and leaf-disc assays (IC50s = 19.7 and 45.4 μg/ml, respectively). It is cytotoxic to NCI-H460, MIA PaCa-2, MCF-7, SF-268, and WI-38 cancer cells (IC50s = 70, 50, 100, 70, and 100 nM, respectively), inhibits proliferation of PC3 and LNCaP cells (IC50s = 130 and 90 nM, respectively), and induces apoptosis and necrosis in PC3 and LNCaP cells. Malformin A also increases the accumulation of reactive oxygen species, decreases the mitochondrial membrane potential, and induces autophagy in PC3 and LNCaP cells. It is toxic to mice when administered intraperitoneally (LD50 = 3.1 mg/kg) but not orally up to doses of 50 mg/kg.

(±)-Phrymarolin II is a promising class of inhibitors that target the tobacco mosaic virus, representing a novel approach in plant virus suppression.

Anabasine ((S)-Anabasine) is an alkaloid extracted from tobacco, acting as a full agonist of nicotinic acetylcholine receptors (nAChRs) with insecticidal activity. It depolarizes TE671 cells that endogenously express human myotypic nAChRs.

Chaparrinone, a bittersweet analog from Ailanthus altissima (Mill.), has antimalarial, antitumor, and antiviral activities and has been used in the study of tobacco mosaic virus infections and SARS virus infections.

7-Deoxy-trans-dihydronarciclasine is an alkaloid that functions as a tobacco mosaic virus (TMV) inhibitor with an IC50 of 1.80 μM and also serves as an anti-neuroinflammatory agent. This compound reduces Aβ and APP levels in the cerebral cortex of Tg2576 mice [1] [2] [3].

Yadanziolide A is a natural product isolated from the cultivated dry seeds of Brucea javanica, has strong antiviral activities with IC50 of 5.5 μM against tobacco mosaic virus. Yadanziolide A shows significant antitumor effects.

Methyl 4-Hydroxyphenylacetate has potent inhibitory activity against tobacco mosaic virus (TMV).

(S)-(-)-Anatabine ((-)-Anatabine), an alkaloid present in tobacco, is an NRF2 activator that attenuates ovalbumin-induced asthma through oxidative stress and inflammation mitigation as well as up-regulation of Nrf2 HO-1 signaling in rats, and may be used in the study of autoimmune thyroiditis.

Nicotine 1'-N-oxide ((1′S,2′S)-Nicotine-1'-oxide) is a derivative of nicotine obtained from tobacco smoke condensate.

Dammarenediol II may have the ability to prevent diabetic microvascular complications, including diabetic retinopathy, it can inhibit vascular endothelial growth factor (VEGF)-induced intracellular reactive oxygen species generation and stress fiber forma

Citrusin B exhibits moderate in vitro inhibitory effect on tobacco mosaic virus replication with IC50 values 0.26 mmol L⁻1.

Fructose-leucine (Fru-Leu) is an Amadori compound that can be detected in tobacco and serves as an aroma precursor formed during the initial stages of the Maillard reaction.