Sesquiterpene Lactones of Iranian Compositae Family (Astraceae); Their Chemical Constituents and Anti-plasmodial Properties of Tehranolide (A.Review)

Rustaiyan, Abdolhossein; Faridchehr, Afsaneh; Bakhtiyar, Mahdi

doi:10.13005/ojc/330506

Cited by 5 publications

(3 citation statements)

References 43 publications

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“…Allohimachalane peroxide ( 113 ) has been obtained from Illicium tsangii [ 188 , 189 , 190 ], and an unusual sesquiterpene lactone with endoperoxide group, called tehranolide ( 114 ) with strong antimalarial activity has been discovered in many Iranian Artemisia species: A. aucheri , A. austriaca , A. biennis , A. campestris , A. deserti , A. diffusa , A. gypsacea , A. haussknechtii , A. kermanensis , A. kopetdaghensis , A. kulbadica , A. oliveriana , A. persica , A. santolina , A. sieberi , A. tschernieviana , A. ciniformis , A. incana , A. turanica , and A. tournefortiana [ 202 ].…”

Section: Polycyclic Endoperoxides Derived From Plants and Liverwormentioning

confidence: 99%

Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity

et al. 2021

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Polycyclic endoperoxides are rare natural metabolites found and isolated in plants, fungi, and marine invertebrates. The purpose of this review is a comparative analysis of the pharmacological potential of these natural products. According to PASS (Prediction of Activity Spectra for Substances) estimates, they are more likely to exhibit antiprotozoal and antitumor properties. Some of them are now widely used in clinical medicine. All polycyclic endoperoxides presented in this article demonstrate antiprotozoal activity and can be divided into three groups. The third group includes endoperoxides, which show weak antiprotozoal activity with a reliability of up to 70%, and this group includes only 1.1% of metabolites. The second group includes the largest number of endoperoxides, which are 65% and show average antiprotozoal activity with a confidence level of 70 to 90%. Lastly, the third group includes endoperoxides, which are 33.9% and show strong antiprotozoal activity with a confidence level of 90 to 99.6%. Interestingly, artemisinin and its analogs show strong antiprotozoal activity with 79 to 99.6% confidence against obligate intracellular parasites which belong to the genera Plasmodium, Toxoplasma, Leishmania, and Coccidia. In addition to antiprotozoal activities, polycyclic endoperoxides show antitumor activity in the proportion: 4.6% show weak activity with a reliability of up to 70%, 65.6% show an average activity with a reliability of 70 to 90%, and 29.8% show strong activity with a reliability of 90 to 98.3%. It should also be noted that some polycyclic endoperoxides, in addition to antiprotozoal and antitumor properties, show other strong activities with a confidence level of 90 to 97%. These include antifungal activity against the genera Aspergillus, Candida, and Cryptococcus, as well as anti-inflammatory activity. This review provides insights on further utilization of polycyclic endoperoxides by medicinal chemists, pharmacologists, and the pharmaceutical industry.

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Section: Polycyclic Endoperoxides Derived From Plants and Liverwormentioning

confidence: 99%

Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity

et al. 2021

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“…The bioactivity presented above exhibited by tehranolide ( 4 ) is very interesting and relevant to current society when consider the ever-increasing Plasmodium falciparum antimalarial drug resistance [ 295 ]. There is indeed an urgent need for novel antimalarial compounds which exhibit potential as a possible therapeutic and the compound 4 was considered a very promise antimalaria agent [ 296 ]. Given these facts, it would be expected to see more work done with this compound, hopefully aiming at pre-clinical testing.…”

Section: Some Sesquiterpene Lactones Constituents Of Artmentioning

confidence: 99%

Research Advances on Health Effects of Edible Artemisia Species and Some Sesquiterpene Lactones Constituents

Трендафилова

Moujir

Sousa

et al. 2020

Foods

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The genus Artemisia, often known collectively as “wormwood”, has aroused great interest in the scientific community, pharmaceutical and food industries, generating many studies on the most varied aspects of these plants. In this review, the most recent evidence on health effects of edible Artemisia species and some of its constituents are presented and discussed, based on studies published until 2020, available in the Scopus, Web of Sciences and PubMed databases, related to food applications, nutritional and sesquiterpene lactones composition, and their therapeutic effects supported by in vivo and clinical studies. The analysis of more than 300 selected articles highlights the beneficial effect on health and the high clinical relevance of several Artemisia species besides some sesquiterpene lactones constituents and their derivatives. From an integrated perspective, as it includes therapeutic and nutritional properties, without ignoring some adverse effects described in the literature, this review shows the great potential of Artemisia plants and some of their constituents as dietary supplements, functional foods and as the source of new, more efficient, and safe medicines. Despite all the benefits demonstrated, some gaps need to be filled, mainly related to the use of raw Artemisia extracts, such as its standardization and clinical trials on adverse effects and its health care efficacy.

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“…An unusual sesquiterpene lactone with endoperoxide group, called tehranolide (79) with strong antimalarial activity has been discovered in many Iranian Artemisia species: A. aucheri, A. austriaca, A. biennis, A. campestris, A. deserti, A. diffusa, A. gypsacea, A. haussknechtii, A. kermanensis, A. kopetdaghensis, A. kulbadica, A. oliveriana, A. persica, A. santolina, A. sieberi, A. tschernieviana, A. ciniformis, A. incana, A. turanica and A. tournefortiana [111].…”

Section: Sesquiterpene Endoperoxidesmentioning

confidence: 99%

Phytomedicinal aspects of sesquiterpenoid peroxides: Origin, structures and biological activity

Siddiq¹,

Yaremenko²,

Ao³

et al. 2019

Frontiers Drug Chemistry Clinical Res

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Sesquiterpenoid peroxides are a rare group of natural metabolites isolated predominantly from various parts of plants. The biological activity of sesquiterpene peroxides has hardly been studied. This review provides information on the biological activity of 80 natural sesquiterpene peroxides. All isolated chemical compounds are divided into two groups. The first group includes sesquiterpene hydroperoxides and the second group includes sesquiterpene lactone endoperoxides. To determine the biological activity of sesquiterpene peroxides, we used the computer PASS program, which contains more than 1,000,000 natural and synthetic chemicals that exhibit more than 10,000 different activities. As shown by the analysis of these compounds, sesquiterpene peroxides are inhibitors of cell adhesion and also demonstrate antiulcer activity. In addition, individual representatives of sesquiterpene hydroperoxides showed antineoplastic and antimetastatic activity. On the other hand, sesquiterpene lactone endoperoxides demonstrated anti-inflammatory and antiprotozoal properties. The new data presented showed that sesquiterpene peroxides are an interesting group of natural medicinal preparations that can be used in pharmacology, medicine and related fields.

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Sesquiterpene Lactones of Iranian Compositae Family (Astraceae); Their Chemical Constituents and Anti-plasmodial Properties of Tehranolide (A.Review)

Cited by 5 publications

References 43 publications

Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity

Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity

Research Advances on Health Effects of Edible Artemisia Species and Some Sesquiterpene Lactones Constituents

Phytomedicinal aspects of sesquiterpenoid peroxides: Origin, structures and biological activity

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