# Life with Boron: Steroid Architecture and the Chemistry of Marine Boronosteroids

**Authors:** Valery M. Dembitsky, Alexander O. Terent’ev, Sergey V. Baranin, Romulus I. Scorei

PMC · DOI: 10.3390/md24030113 · Marine Drugs · 2026-03-19

## TL;DR

Marine steroids can form stable complexes with boron, affecting their solubility and biological activity without changing their core structure.

## Contribution

This review highlights boron complexation as a key, underappreciated factor influencing marine steroid chemistry and function.

## Key findings

- Polyhydroxylated steroids in marine organisms can form reversible borate esters under natural conditions.
- Boron complexation modulates solubility, conformation, and membrane affinity of marine steroids.
- Steroid-boron interactions are influenced by pH, boron concentration, and environmental microconditions rather than enzymes.

## Abstract

Marine invertebrates produce a remarkable diversity of polyhydroxylated steroids and secosteroids whose structural features—particularly vicinal (1,2-)diols, 1,3-diols, and clustered hydroxyl arrays—make them well suited for coordination with boron species. In the marine environment, where boron is abundant, chemically stable, and predominantly present as borate under mildly alkaline conditions, such interactions are not only plausible but may be widespread. This review examines the chemistry of boron–steroid complexation in marine systems, emphasizing how rigid steroidal frameworks preorganize diol motifs to form reversible yet stable borate esters under environmentally relevant conditions. We discuss how polyhydroxy steroids may exist in dynamic equilibria between free and boron-bound forms, with speciation governed by pH, boron concentration, and local microenvironmental factors rather than enzymatic control. Boron complexation can modulate key physicochemical properties, including solubility, conformation, and membrane affinity, thereby influencing the biological activity of marine steroids without covalent modification of the carbon framework. By integrating examples from sponges, echinoderms, and corals together with well-characterized model polyols, this review highlights boron complexation as an underrecognized but potentially important factor influencing the structure, function, and bioactivity of marine steroid metabolites.

## Linked entities

- **Chemicals:** boron (PubChem CID 5462311), borate (PubChem CID 26574)

## Full-text entities

- **Diseases:** cancer (MESH:D009369), mammary carcinoma (MESH:D001943), cardiotoxic (MESH:D066126), swelling (MESH:D004487), thrombosis (MESH:D013927), inflammation (MESH:D007249), allergic (MESH:D004342), cytotoxic compounds (MESH:D005597), injury to (MESH:D014947), Boron Complexation (MESH:D048090), prostate cancer (MESH:D011471), epileptic (MESH:D004827), lung carcinoma (MESH:D008175), Cytotoxic (MESH:D064420), hepatocellular carcinoma (MESH:D006528)
- **Chemicals:** boronic acids (MESH:D001897), E (133) (MESH:C006796), Borax (MESH:C018851), ester (MESH:D004952), Na+ (MESH:D012964), DES (MESH:D004054), astaxanthin (MESH:C005948), hydroxyl (MESH:D017665), F. (MESH:D005461), squalamine (MESH:C079655), cardiac glycoside (MESH:D002301), DMSO (MESH:D004121), histamine (MESH:D006632), methanol (MESH:D000432), pregnane (MESH:D011278), cyclohexanes (MESH:D003510), E (MESH:D004540), strophanthin (MESH:D013328), Ouabain (MESH:D010042), sulfur (MESH:D013455), Xestobergsterol B (MESH:C079917), alkaloids (MESH:D000470), territrem B (MESH:C040405), carbohydrate (MESH:D002241), LPS (MESH:D008070), sodium borate (MESH:C010634), Steroid (MESH:D013256), Contignasterol (MESH:C091550), 4-aminopyridine (MESH:D015761), Sugar (MESH:D000073893), water (MESH:D014867), tartrolons A (MESH:C092169), sterol (MESH:D013261), MTT (MESH:C070243), polyol (MESH:C024617), Tartrolon B (MESH:C092170), nitrogen (MESH:D009584), Borate (MESH:D001881), Aplasmomycin (MESH:C013401), furan (MESH:C039281), calcium (MESH:D002118), hydrogen (MESH:D006859), cyclocitrinol (MESH:C412874), sulfate (MESH:D013431), Tartrolones (MESH:C000718831), nitric oxide (MESH:D009569), glycoside (MESH:D006027), Aragusterol C (MESH:C086168), 1,11,19-borate (-), terpenoids (MESH:D013729), O (MESH:D010100), cyclic ether (MESH:D004988), boric acid (MESH:C032688), cyclohexane (MESH:C506365), C- (MESH:D002244), fatty acid esters (MESH:D005227), drimane (MESH:C437376), acetone (MESH:D000096), Cerevisterol (MESH:C006954), polyketide (MESH:D061065)
- **Species:** Haliotis corrugata (abalone, species) [taxon 6453], Ctenodiscus crispatus (species) [taxon 232941], Streptomyces antibioticus (species) [taxon 1890], Dermasterias imbricata (species) [taxon 7590], Streptomyces griseus (species) [taxon 1911], Luidia clathrata (lined sea star, species) [taxon 133437], Crinoidea (crinoids, class) [taxon 35069], Scleractinia (stony corals, order) [taxon 6125], Allium sativum (garlic, species) [taxon 4682], Asteroidea (sea stars, class) [taxon 7588], Penicillium levitum (species) [taxon 1134121], Sorangium cellulosum (species) [taxon 56], Echinodermata (echinoderms, phylum) [taxon 7586], Muricea (genus) [taxon 44192], Foraminifera (foraminifers, phylum) [taxon 29178], Diadema savignyi (species) [taxon 105360], Archaster typicus (species) [taxon 136937], Saccharomyces cerevisiae (baker's yeast, species) [taxon 4932], Aspergillus puniceus (species) [taxon 41744], Henricia leviuscula (species) [taxon 133436], Euryspongia (genus) [taxon 1163034], PX clade (clade) [taxon 569578], Penicillium sp. (species) [taxon 5081], Echinoidea (sea urchin, class) [taxon 7625], Hyalangium minutum (species) [taxon 394096], Alternaria sp. (species) [taxon 1715220], Actinomycetes (high G+C Gram-positive bacteria, class) [taxon 1760], Brassica oleracea var. botrytis (cauliflower, varietas) [taxon 3715], Agaricus blazei (species) [taxon 79798], Xestospongia bergquistia (species) [taxon 1088918], Penicillium citrinum (species) [taxon 5077], Mus musculus (house mouse, species) [taxon 10090], Architeuthis dux (giant squid, species) [taxon 256136], Henricia tumida (blood star, species) [taxon 135421], Actiniaria (actinians, order) [taxon 6103], Pleraplysilla (genus) [taxon 119432], Litophyton erectum (species) [taxon 1176642], Homo sapiens (human, species) [taxon 9606], Petrosia (genus) [taxon 68563], Sinularia (genus) [taxon 51814], Nostoc spongiaeforme (species) [taxon 502487], Xylaria (genus) [taxon 37991], Patiria pectinifera (species) [taxon 7594], Nostoc (genus) [taxon 1177], Holothuroidea (holothurians, class) [taxon 7705], Fungi (kingdom) [taxon 4751], Nostoc linckia (species) [taxon 92942], Soft corals [taxon 91447], Porifera (sponges, phylum) [taxon 6040]
- **Cell lines:** PC-3 — Homo sapiens (Human), Prostate carcinoma, Cancer cell line (CVCL_0035), KB carcinoma — Homo sapiens (Human), Human papillomavirus-related endocervical adenocarcinoma, Cancer cell line (CVCL_0372), A549 — Homo sapiens (Human), Lung adenocarcinoma, Cancer cell line (CVCL_0023), Caco-2 — Homo sapiens (Human), Colon adenocarcinoma, Cancer cell line (CVCL_0025), MCF-7 — Homo sapiens (Human), Invasive breast carcinoma of no special type, Cancer cell line (CVCL_0031), K562 — Homo sapiens (Human), Blast phase chronic myelogenous leukemia, BCR-ABL1 positive, Cancer cell line (CVCL_0004), OS-RC-2 — Homo sapiens (Human), Clear cell renal cell carcinoma, Cancer cell line (CVCL_1626), RAW 264.7 — Mus musculus (Mouse), Mouse leukemia, Cancer cell line (CVCL_0493), HL-60 — Homo sapiens (Human), Adult acute myeloid leukemia with maturation, Cancer cell line (CVCL_0002), HepG2 — Homo sapiens (Human), Hepatoblastoma, Cancer cell line (CVCL_0027), ZH-15 — Homo sapiens (Human), Glioblastoma, Cancer cell line (CVCL_JZ64), MOLT-4 — Homo sapiens (Human), Adult T acute lymphoblastic leukemia, Cancer cell line (CVCL_0013), 786-O — Homo sapiens (Human), Renal cell carcinoma, Cancer cell line (CVCL_1051), ZYX-Z-143 — Homo sapiens (Human), Transformed cell line (CVCL_B9W1), ACHN — Homo sapiens (Human), Papillary renal cell carcinoma, Cancer cell line (CVCL_1067), L-1210 leukemia — Mus musculus (Mouse), Mouse leukemia, Cancer cell line (CVCL_0382), HeLa — Homo sapiens (Human), Human papillomavirus-related endocervical adenocarcinoma, Cancer cell line (CVCL_0030)

## Full text

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## Figures

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## References

215 references — full list in the complete paper: https://tomesphere.com/paper/PMC13028090/full.md

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Source: https://tomesphere.com/paper/PMC13028090