Natural sulphur‐containing steroids: Origin and biological activities

Dembitsky, Valery M.; Savidov, Nick; Gloriozova, Tatyana A.

doi:10.1002/vjch.201800043

Cited by 8 publications

(11 citation statements)

References 40 publications

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“…A wide variety of chemical structures of steroids and terpenoids was found in extracts of marine sediments, as well as both contemporary and geologically ancient deposits [29,31,[109][110][111][112][113][114]. Aromatic sterols, triterpenoids, and sulfur-containing compounds have been found in marine sediments and crude oil [31][32][33][34][115][116][117][118][119][120].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

“…Until now, there has been no evidence that microorganisms do not participate in the formation of sulfur-containing steroids, but nevertheless, these lipid markers are of great interest for biochemistry, geochemistry, and pharmacology [119][120][121][122]. More than 3000 terpenoids and other lipid molecules have been isolated from sedimentary rocks and marine sediments-this is an established fact [28,30,33,[39][40][41][42][111][112][113][114].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

“…2α-, 3α-, and 4α-Methylthio-steroids (119)(120)(121) that were present in the polar fractions of six immature samples (both crude oils and sediment extracts) have been analyzed using S-selective chemolysis methods and analytical pyrolysis [137].…”

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

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Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

et al. 2021

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The review focuses on sulfated steroids that have been isolated from seaweeds, marine sponges, soft corals, ascidians, starfish, and other marine invertebrates. Sulfur-containing steroids and triterpenoids are sourced from sedentary marine coelenterates, plants, marine sediments, crude oil, and other geological deposits. The review presents the pharmacological profile of sulfated steroids, sulfur-containing steroids, and triterpenoids, which is based on data obtained using the PASS program. In addition, several semi-synthetic and synthetic epithio steroids, which represent a rare group of bioactive lipids that have not yet been found in nature, but possess a high level of antitumor activity, were included in this review for the comparative pharmacological characterization of this class of compounds. About 140 steroids and triterpenoids are presented in this review, which demonstrate a wide range of biological activities. Therefore, out of 71 sulfated steroids, thirteen show strong antitumor activity with a confidence level of more than 90%, out of 50 sulfur-containing steroids, only four show strong antitumor activity with a confidence level of more than 93%, and out of eighteen epithio steroids, thirteen steroids show strong antitumor activity with a confidence level of 91% to 97.4%.

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Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

Section: Sulfur-containing Steroids Derived From Marine and Terrestrial Sourcesmentioning

confidence: 99%

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Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

et al. 2021

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“…Akihisa and co-workers reported that the fungus Glomerella fusarioides transformed cycloartenol (4) to cycloartane-3,24-dione (31), rare 4α,4β,14α-trimethyl-9β,19-cyclopregnane-3,20-dione (32) and 24,25dihydroxycycloartan-3-one (33) [77]. and cycloartanol (5) are found in a fern oil from the family Polypodiaceae, Polypodium vulgare [78], and 29-nor-cycloartanol (35) and cycloartanol (5) was detected in a flowering plant in the spurge family Euphorbiaceae, Euphorbia balsamifera [79].…”

Section: Cyclopropane Containing Steroids and Triterpenoidsmentioning

confidence: 99%

Antitumor Profile of Carbon-Bridged Steroids (CBS) and Triterpenoids

2021

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This review focuses on the rare group of carbon-bridged steroids (CBS) and triterpenoids found in various natural sources such as green, yellow-green, and red algae, marine sponges, soft corals, ascidians, starfish, and other marine invertebrates. In addition, this group of rare lipids is found in amoebas, fungi, fungal endophytes, and plants. For convenience, the presented CBS and triterpenoids are divided into four groups, which include: (a) CBS and triterpenoids containing a cyclopropane group; (b) CBS and triterpenoids with cyclopropane ring in the side chain; (c) CBS and triterpenoids containing a cyclobutane group; (d) CBS and triterpenoids containing cyclopentane, cyclohexane or cycloheptane moieties. For the comparative characterization of the antitumor profile, we have added several semi- and synthetic CBS and triterpenoids, with various additional rings, to identify possible promising sources for pharmacologists and the pharmaceutical industry. About 300 CBS and triterpenoids are presented in this review, which demonstrate a wide range of biological activities, but the most pronounced antitumor profile. The review summarizes biological activities both determined experimentally and estimated using the well-known PASS software. According to the data obtained, two-thirds of CBS and triterpenoids show moderate activity levels with a confidence level of 70 to 90%; however, one third of these lipids demonstrate strong antitumor activity with a confidence level exceeding 90%. Several CBS and triterpenoids, from different lipid groups, demonstrate selective action on different types of tumor cells such as renal cancer, sarcoma, pancreatic cancer, prostate cancer, lymphocytic leukemia, myeloid leukemia, liver cancer, and genitourinary cancer with varying degrees of confidence. In addition, the review presents graphical images of the antitumor profile of both individual CBS and triterpenoids groups and individual compounds.

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“…Both sekosterols (14 and 15) isolated from the sponge showed anticancer activity. Topsentisterols B2 (16), B3 (17) and B4 (18), epoxy steroids with the or -hydroxyl group at position 17 were present in the extract of the far eastern sponge of Topsentia sp. [43] Cytotoxic steroids (19)(20)(21), although gibberoepoxysterol (22) showed mild activity, and all these lipids produce the octocoral Sinularia lochmodes collected in the waters of Taiwan.…”

Section: Steroids Bearing 56-epoxy Groupmentioning

confidence: 99%

Naturally occurring marine α,β‐epoxy steroids: Origin and biological activities

Dembitsky

Gloriozova

Poroikov

2018

Vietnam Journal of Chemistry

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The present review describes the biological activities of more than 100 marine α,β‐epoxy steroids. These steroids have been isolated from marine invertebrates including, sponges, starfish, soft corals and nudibranch (Mollusca). We used the computer program PASS and based on structure‐activity relationships (SAR), which contains more than one million chemical compounds and more than 8,000 biological activities. The most frequently predicted activities are anti‐neoplastic, anti‐inflammatory, anti‐fungal and other activities are identified with a certainty of 76 to 94 percent. The main activities for different groups of steroids differ significantly.

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Natural sulphur‐containing steroids: Origin and biological activities

Cited by 8 publications

References 40 publications

Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

Sulfated and Sulfur-Containing Steroids and Their Pharmacological Profile

Antitumor Profile of Carbon-Bridged Steroids (CBS) and Triterpenoids

Naturally occurring marine α,β‐epoxy steroids: Origin and biological activities

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