Antifungal Activity of Hydrochloride Salts of Tylophorinidine and Tylophorinine

Dhiman, Mini; Parab, Rajashri; Manju, S. L.; Desai, Dattatraya C.; Mahajan, Girish

doi:10.1177/1934578x1200700916

Cited by 11 publications

(8 citation statements)

References 8 publications

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“…Antifungal effect with minimum inhibitory concentration in the range of 2-2.5 microgram/ml against the candida species was noticed (Reddy et al, 2009). One more study where, antimicrobial and antifeedant effect was noticed later where crude and pure extracts of Tylophora indica displayed strong antibacterial activity at lower concentration in all tested bacterial strains except E. coli while all the crude and pure compounds had strong antifungal activity against Aspergillus niger, Aspergillus fumigates, Trichoderma virdae, the pure compounds had strong antifungal activity compared to crude extracts (Dhiman et al, 2012).…”

Section: Antimicrobial Activitymentioning

confidence: 96%

Tylophora indica : A brief review on pharmacological aspects

Kumar¹,

Jain²,

Saraswat³

et al. 2019

Adv Pharm J

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Tylophora indica (Burm f.) Merill. (Family: Asclepidaceae) generally popular as Antmul is a twining perennial plant seen in southern and eastern region of India in planes, forests and hilly areas. This is seen growing in many states in India like Bengal, Uttar Pradesh, Assam, Orissa (Wealth of India, 1969-1972). The plant is a climber or shrub with branches and is observed growing up to height of 1.5 meters, Leaves shape are ovateoblong to elliptic-oblong with 3-10 cm length and 1.5-7 cm width (Kirtikar and Basu, 1991). Plant roots are long fleshy and fissured along the length and are with light brown, corky bark. The plant has little size flowers and are 1-1.5 cm across, in 2-3 flowers fascicles (bundle) in axillary umbellate cymes. Calyx has divisions almost to the base, looks massively hairy from outside; segments laneolate, acute. Corolla is green to yellow or geen to purple, lobes oblong and acute. Fruit a follicle, up to 7 X 1 cm, ovoid lanceolate, tapering at top forming fine mucro, finally striate, glabrous, seeds 0.6-0.8 X 0.3-0.4 cm long. The plant is originated from India. The plant can be found at an elevation of 1260 m in the sub Himalayan tract, central, peninsular India. It is seen in Eastern, North-ast and Bengal and parts of South India. Tylophora indica is a perennial plant with long thick roots branching climber .The plant is observed growing in planes and hilly land in India upto an altitude of 1000 meter in various states like Assam, Bengal, Orissa (Gupta, 2003). Phytochemistry The plant contain various active ingredients like tylophorine,tylophorinine, tylophorinidine and in plant body,leaves roots (Mohammad, 2008) Roots and leaves of plant also contain septidine too. The plant body also contain alkaloids were reported desmethyltylophorine, methyltylophorinindine, isotylocrebrine, skimmianine, gamafagarine. The compounds which are non alkaloidal and isolated are quercetin, kaempferol, octacosanoate, sigmasterol, betasitosterol, tyloindane, cetylalcohol, wax, resin, coutchone, pigments, tannins, glucose, calcium salts, potassium chloride (Gupta et al., 2010).

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Section: Antimicrobial Activitymentioning

confidence: 96%

Tylophora indica : A brief review on pharmacological aspects

Kumar¹,

Jain²,

Saraswat³

et al. 2019

Adv Pharm J

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“…Tylophorine ( 16 , Figure 5A) and other phenanthroindolizidines show significant anti‐ameobicidal activity 56 . Tylophorinine ( 53 , Figure 9B) and tylophorinidine ( 23 , Figure 5A) isolated from the plant T. indica were evaluated for antifungal and antibacterial activity in vitro 69 . Both compounds displayed potent antifungal activity; the minimum inhibitory concentrations against Candida species ranged from 0.6−2.5 μg/ml for 53 and 2−4 μg/ml for 23 69 .…”

Section: Bioactivities Of Indolizidine Alkaloidsmentioning

confidence: 99%

“…Tylophorinine ( 53 , Figure 9B) and tylophorinidine ( 23 , Figure 5A) isolated from the plant T. indica were evaluated for antifungal and antibacterial activity in vitro 69 . Both compounds displayed potent antifungal activity; the minimum inhibitory concentrations against Candida species ranged from 0.6−2.5 μg/ml for 53 and 2−4 μg/ml for 23 69 . Separate crude extracts of the leaves, stems, and roots of T. indica exhibited antibacterial and antifungal effects, although they were less potent than the pure constituents, including tylophorine ( 16 , Figure 5A), O ‐methyltylophorinidine ( 21 , Figure 5A) and septicine ( 32 , Figure 6).…”

Section: Bioactivities Of Indolizidine Alkaloidsmentioning

confidence: 99%

Biologically active indolizidine alkaloids

Zhang

Morris‐Natschke

et al. 2020

Medicinal Research Reviews

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Indolizidine alkaloids are chemical constituents isolated from various marine and terrestrial plants and animals, including but not limited to trees, fungi, ants, and frogs, with a myriad of important biological activities. In this review, we discuss the biological activity and pharmacological effects of indolizidine alkaloids and offer new avenues toward the discovery of new and better drugs based on these naturally occurring compounds.

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“…Anti-cancer compounds of the class of phenanthroindolizidine alkaloids (PAs) originate from the plant family Apocynaceae, including members of the genus Tylophora , which are endogenous to (sub-)tropical Africa, Asia, and Australia [ 50 , 51 ]. Naturally occurring PAs and their synthetic analogues show a broad range of action including anti-asthmatic [ 52 ], antiparasitic [ 53 ], antibacterial [ 54 ], antifungal [ 55 ], antiviral [ 56 ], anti-inflammatory [ 57 ], antiangiogenic [ 58 , 59 ], and anti-proliferative properties in vitro and in vivo, e.g., in a hepatocellular carcinoma xenograft model [ 60 ]. The anti-tumor mechanism has been described to depend on the blockade of cell signaling, e.g., NFκB in HepG2 [ 61 ] or HIF in T47D [ 62 ], and also the suppression of DNA replication and protein synthesis [ 63 , 64 ].…”

Section: Introductionmentioning

confidence: 99%

Phenanthroindolizidine Alkaloids Isolated from Tylophora ovata as Potent Inhibitors of Inflammation, Spheroid Growth, and Invasion of Triple-Negative Breast Cancer

Reimche

Ariantari

et al. 2022

IJMS

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Triple-negative breast cancer (TNBC), representing the most aggressive form of breast cancer with currently no targeted therapy available, is characterized by an inflammatory and hypoxic tumor microenvironment. To date, a broad spectrum of anti-tumor activities has been reported for phenanthroindolizidine alkaloids (PAs), however, their mode of action in TNBC remains elusive. Thus, we investigated six naturally occurring PAs extracted from the plant Tylophora ovata: O-methyltylophorinidine (1) and its five derivatives tylophorinidine (2), tylophoridicine E (3), 2-demethoxytylophorine (4), tylophoridicine D (5), and anhydrodehydrotylophorinidine (6). In comparison to natural (1) and for more-in depth studies, we also utilized a sample of synthetic O-methyltylophorinidine (1s). Our results indicate a remarkably effective blockade of nuclear factor kappa B (NFκB) within 2 h for compounds (1) and (1s) (IC50 = 17.1 ± 2.0 nM and 3.3 ± 0.2 nM) that is different from its effect on cell viability within 24 h (IC50 = 13.6 ± 0.4 nM and 4.2 ± 1 nM). Furthermore, NFκB inhibition data for the additional five analogues indicate a structure–activity relationship (SAR). Mechanistically, NFκB is significantly blocked through the stabilization of its inhibitor protein kappa B alpha (IκBα) under normoxic as well as hypoxic conditions. To better mimic the TNBC microenvironment in vitro, we established a 3D co-culture by combining the human TNBC cell line MDA-MB-231 with primary murine cancer-associated fibroblasts (CAF) and type I collagen. Compound (1) demonstrates superiority against the therapeutic gold standard paclitaxel by diminishing spheroid growth by 40% at 100 nM. The anti-proliferative effect of (1s) is distinct from paclitaxel in that it arrests the cell cycle at the G0/G1 state, thereby mediating a time-dependent delay in cell cycle progression. Furthermore, (1s) inhibited invasion of TNBC monoculture spheroids into a matrigel®-based environment at 10 nM. In conclusion, PAs serve as promising agents with presumably multiple target sites to combat inflammatory and hypoxia-driven cancer, such as TNBC, with a different mode of action than the currently applied chemotherapeutic drugs.

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Antifungal Activity of Hydrochloride Salts of Tylophorinidine and Tylophorinine

Cited by 11 publications

References 8 publications

Tylophora indica : A brief review on pharmacological aspects

Tylophora indica : A brief review on pharmacological aspects

Biologically active indolizidine alkaloids

Phenanthroindolizidine Alkaloids Isolated from Tylophora ovata as Potent Inhibitors of Inflammation, Spheroid Growth, and Invasion of Triple-Negative Breast Cancer

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